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Episode 28 – How to get through the early side hustle stages, with Artie Freeman  (transcript)

Episode 28 – How to get through the early side hustle stages, with Artie Freeman (transcript)

Shontavia Johnson (00:00):

What’s up, y’all. Welcome to The Shontavia Show, where my goal is to help you start a business based on your life’s vision. This ain’t gonna be your daddy’s business advice. I’m laser focused on entrepreneurship in the 21st century, vision and breaking the traditional mold. If you can get with that, you can get with me, be sure to visit shontavia.com for more episodes, blog posts, and other content. Thank you for listening. The show starts now.

Shontavia Johnson (00:28):

What’s up everybody? I’m Shontavia Johnson and this is another episode of the Shontavia Show where I want to inspire you to start a business based on your life’s vision and I am really, really excited to have with me today, Mr Artie Freeman. Thank you for being here Artie. Artie is an early stage entrepreneur. He’s the cofounder of Ferguson and Freeman Affiliated Company, which is an apparel company based here in Greenville, South Carolina.

Shontavia Johnson (00:57):

Artie and I met because his wife braids my hair and Artie was, I don’t know, you came by or something, we were talking about how I was starting this new podcast and I mentioned what was happening with the podcast and how I would talk sometimes on my own and have guests and he, without invitation, suggested to me that I shouldn’t just have like experts and that kind of thing, but also have like people who are really in the middle of starting their companies, new entrepreneurs, early stage entrepreneurs, wannabe entrepreneurs. So I took your suggestion even though I did not ask for it, but it was a good suggestion.

Artie Freeman (01:36):

I appreciate it. And I expect that 20%.

Shontavia Johnson (01:37):

Well Artie we are going to talk about that part–you should have gotten it in writing.

Artie Freeman (01:45):

That’s what I’m about to learn about.

Shontavia Johnson (01:46):

Hey Amen to that. So before we get into the conversation, let me tell you a little bit about Artie and how he came to be the cofounder of Ferguson and Freeman Affiliated Apparel.

Shontavia Johnson (01:56):

He’s wearing his shirt right now, so make sure you plug your shirt. Hold your jacket open a little bit so the people can see it. For those who are watching the video. If you’re listening via podcast, then you know you have to go to YouTube or come to shontavia.com to see the shirt.

Shontavia Johnson (02:11):

So Artie has always appreciated the impact that wardrobe has on the outlook of the wearer. From a very early age Artie has told me that he started making bow ties at a very early age and is very talented in this space. He is very connected to fashion and feels that fashion is the way you can greet the world without saying anything in silence. And he has described his style as innovatively nostalgic, which I love. Artie has a passion for people and quality and what he wants to do in his company is provide a platform where both of those things can mesh together. So thank you for being here Artie.

Artie Freeman (02:49):

Again, thank you for having me. I appreciate it.

Shontavia Johnson (02:52):

Well, I do too. I’m so glad that we could do this and I, you know, I was glad you gave me some advice. Because I was thinking, Oh, well I can do this and I can do this. But it’s good to hear from people about what they really need.

Artie Freeman (03:04):

No, I appreciate the fact that you’re not only knowledgeable about things, obviously successful, but you’re approachable. And so I feel comfortable being able to say, Hey, what do you think about this idea and the fact that you took it seriously and we’re here today and it says, speaks a lot, speaks volumes to to the type of person you are. So I appreciate you having me.

Shontavia Johnson (03:26):

Well, thank you. Alright, so Artie, let’s talk a little about you, where you’re from and how we got here. So where are you from?

Artie Freeman (03:32):

I’m from Arkansas. A small town called Dumas, Arkansas is where I was born and raised. A lot of people say, well, how did you get all the way to South Carolina? And I always tell them, it has to be a woman involved in order to get out here. But so from, from there we moved here not long after we got married and we’ve been here ever since. As far as fashion is concerned, I, I recall when I was about five or six years old, I, I think that’s the first time I remember seeing myself in the mirror and my daddy had come over and he put my clothes on me getting us ready for school. And I looked in the mirror and I said, man, I kind of liked the way that looks. And ever since then I just wanted to get that feeling. That’s why I say nostalgic. Nostalgia to me is more than just a memory recalling something, to me, nostalgia is a feeling or an emotion. And I think that’s one way through wardrobe is a good way to express oneself. So that’s how I got started in that regard into fashion. That’s where my love started.

Shontavia Johnson (04:35):

At five years old. How do you remember that?

Artie Freeman (04:38):

Very few memories from being at that age. But that was one. And I think it was, it was easy to remember that one because I tried to recreate that feeling and that emotion every day that I got dressed from then on.

Shontavia Johnson (04:52):

Oh, that’s amazing. So how do you go from being that five year old kid with your dad looking in the mirror to saying, Hmm, I could really make money doing this. I could start a business, I could be an entrepreneur.

Artie Freeman (05:02):

It was actually a a, they say necessity is the mother of invention. Oftentimes I would go to the, to the clothing stores and I was unable to find exactly what I was looking for. Even if they had the product, they didn’t have the different color combinations that I was wanting. The different style or whatever the case may be. And then also it was the fact that you couldn’t always, growing up the way I did, we couldn’t always afford everything that we wanted. And so when I, I, it was one time I wanted to wear something but I couldn’t find it or I didn’t have time to get it. And so I said, you know what, I’m going to make it. And so I went across the street to my neighbor’s house, cause I saw her with a sewing machine one day and I said, Hey, can I borrow your sewing machine? And she said, do you know how to sew? I said no, but I can figure it out. And so she brought it over and that’s where it started. I started making pocket squares. And then one of my friends who really liked my pocket square and said, Hey, you should make me a bowtie. I said I don’t know how. And uone day I sat down to figure out how to do that. And that’s where it gets started.

Shontavia Johnson (06:06):

So you’re self-taught?

Artie Freeman (06:07):

Yes.

Shontavia Johnson (06:08):

So this is, you know, I imagine being a person who you sew.

Artie Freeman (06:16):

Yes.

Shontavia Johnson (06:16):

You are a black man from Dumas, Arkansas. So how did you decide that this is what you were going to do and how did you decide to, you know, turn this into a business, particularly when it’s something that I would imagine is largely woman dominated or female driven?

Artie Freeman (06:35):

What happened is because I know what I want and it turns out that I used to, and still do help not only men, but a lot of women get their wardrobe together. Even when my sisters were coming up, I would pick out their outfits, iron their clothes and set them up. But I just wanted to do it. And so then when individuals started seeing what I was wearing, they appreciated it and then they started asking for it. So that’s how I got into it. I wasn’t necessarily thinking that, okay, this is a market or an area that I won’t be able to tap into because I’m a man. I just wanted to do what I wanted to do, but I didn’t have the intent of influencing someone else or inspiring someone else. That just came along with it, if that makes any sense.

Shontavia Johnson (07:19):

No, it does. It does. So and I have talked about in the past that you started out making bow ties, making pocket squares and doing that custom. Right. Everything from start to finish. Right. And what happened? So it sounded like you got to the point where that became frustrating.

Artie Freeman (07:36):

It was frustrating because when I started, I was always cared about people getting what they want. I wanted you to get something from me that you loved and I wanted you to always want to wear it. You know what I mean? Even now with t-shirts, when I make you a t-shirt, I want it to be your favorite one. I want it to make you feel good. And so for that reason, the only way I felt that I could make a person love what I gave them or provided for them was if they had a part in it coming together, that was a good thing for them. But from a business standpoint, it makes it very difficult for the person producing it because people aren’t always easy to get in touch with. And then everybody has their own little tweak that they want to make to it. And so I’ll spend a lot of time and money trying to give a person what they want, but it wasn’t paying off in the long run.

Shontavia Johnson (08:27):

So we, you know, talk about this a lot with entrepreneurs that you know, you want to do something that’s scalable where it’s not like always you one-on-one doing a particular thing. So it sounds like you learned that lesson the hard way. You had to pivot to do something else. So talk a little bit about Affiliated and what you do with the t-shirts. You mentioned that before.

Artie Freeman (08:47):

Well, I’ve always wanted what I wanted, even when I would see air brush guys in the mall, instead of buying a shirt for an event, I would just come up with a design and take it to them. And so I said, well, I’m gonna do the same thing with t-shirts. But I found that it was way too expensive to do that constantly. And so I started investigating how much it would cost for me to do it on my own. And one of my very close friends, really close associates said, Hey, if you get started let me know, I’d like to be a part of it. And that’s Ferguson. And so that’s where we started and we kind of bumped into or ran into some of those same hurdles trying to do custom things for individuals. But it got difficult because everybody wants to tweak it a certain way. And so having a conversation with you, I remember one time you said you need to focus, you know find that individual that you’re trying to provide for, who is the ideal person to buy your product, and make something for them. That was some of the best advice I’ve ever had. So I already you said even give them a name, but fortunately I already knew their name.

Shontavia Johnson (09:56):

That’s right. You knew who the person was already. That’s awesome. So what Artie is talking about is, so Artie has lots of ideas. He’s a creative, he makes bow ties, he makes shirts, he does all this different stuff. And he was at one point, it seemed like trying to do a lot of those things all at once. So we talked a lot about focusing on one specific thing and identifying who that customer is, that ideal customer. We’ve talked about it on the podcast a little, finding that ideal customer so that you can make things that that person loves and identify who that person is. And I’ve heard a consultant say a couple of times that if you’re talking to everybody, you’re talking to nobody. Because you can’t be, you can’t have that conversation where I know this is the shirt I want. Right. And that’s that feeling you’re trying to create.

Artie Freeman (10:47):

Exactly.

Shontavia Johnson (10:48):

So what are some of your other frustrations? Where are you in the business, I guess is my first question. Where are you in terms of sales and what you’re trying to do?

Artie Freeman (10:55):

So again, we find ourselves at ground zero which is okay because I’m taking what I’ve learned, some of the advice I’ve gotten from you, and starting from there. So we’re working on marketing products and simplifying the products because like you said, and you’ve seen a number of the different designs that I have but it, you can’t provide all of those things for everyone. Trying to have inventory so that you can provide what a person wants at the drop of a dime is very difficult. So we’re, we’re just starting fresh. We’ve taken two of our most popular designs and that’s what we’re going to go with.

Shontavia Johnson (11:31):

Oh, that’s brilliant. That’s brilliant. Okay, so you’re in the revising, revamping, the startup phase. What are your biggest frustrations right now as you’re starting over with, you’re not even really starting over, but pivoting again in your company.

Artie Freeman (11:47):

Biggest frustration is, would be, getting it in the hands, in the eyes of the people who you think would be interested in it. You have social media, but it’s so difficult trying to find a way to market it that’s going to be successful. Everybody in the world seems to be on social media and everybody has a great idea. So trying to have that identity, you know, and set yourself apart as being different and unique, but at the same time, not so different that it’s weird, you know? So that’s what I’m, that’s what I’m working on right now.

Shontavia Johnson (12:23):

You don’t want a weird t-shirt.

Shontavia Johnson (12:26):

No, that’s, that’s really interesting. So you have a partner a business partner and you, you have a vision. You’ve been doing this for a while. Is he also in the apparel industry? Is he a person who knows a lot about this stuff? What is the balance between the two of you?

Artie Freeman (12:44):

That’s a good question because when, anytime you add another person, you add another dynamic. And the thing I love about my partner is that he’s good with he’s willing to compromise. We do have different views about seven, well about eight to 10 years older than he is. So our, our style is a little bit different, but we try to use our differences to reach a larger audience. So individuals around my age group I can appeal to them. And so actually Affiliated is this actual shirt that I’m wearing now is more so my idea. His is, is one that we call, have called Young Bull, which people will be able to see that on the Instagram account when we start marketing on a larger scale. So that is one of the challenges, trying to find that balance, agreeing on things because it is both of our money that we’re investing, right. And so it can’t be all my way, can’t be all his way. So we have to figure out when we do need to compromise or when I just need to acquiesce to go with what he thinks and vice versa. And so that’s one of the challenges. But I think we do that well because we have a respect for one another.

Shontavia Johnson (13:53):

So figuring out that balance is tough. Are there other things? So you talked about marketing and social media and business. Have you thought about like your copyrights, how you protect all those things?

Artie Freeman (14:07):

One of the main things I’m concerned about because when you have a good idea, you’re thinking, okay, I need to keep this a secret. But it’s hard to promote it if you’re keeping it a secret, but you’re afraid if you’re not bankrolled so to speak, that someone who sees it and has the finances to take it to the next level, will just do whatever they want with it. So that’s one of my biggest fears right there. That’s one of the biggest challenges. Okay, how do we copyright this or trademark this or whatever the case may be. Without losing what we’ve invested into it already. And so that’s one of the things I’m really concerned about.

Shontavia Johnson (14:47):

Okay, so how are you going to solve that? How are you gonna do that–

Artie Freeman (14:53):

That’s why I’m here.

Shontavia Johnson (14:53):

Why don’t we do that? Why don’t we give some advice then? I mean this is– Alright. So I am not your lawyer. I am giving you information, not advice. Let me give you the, you know, y’all don’t take my law license, I’m just giving him some information about some of this stuff. But so this is interesting. So you have t-shirts, you have designs on the shirts and what you and I have talked about is how, in fash– fashion is actually really hard with copyrights because at least in the United States, the Copyright Office does not really allow you to copyright fashion designs on their own unless they can stand apart from whatever your fashion is. And so like from your perspective, you showed me some of your shirts in the past, some of your designs and one of the things we talked about was in the United States, once you’ve designed something, you actually don’t have to register that thing with the copyright office to have a copyright in the US. So even if you never, you know, filed a registration with the United States Copyright Office, you have a copyright in that thing.

Shontavia Johnson (15:56):

Now there’s some benefits to registering. So like the designs you’ve showed me and maybe even the one you have there, there’s probably something copyrightable in there. So already you have some protection. Now for your company, probably would make sense with the designs is to register your copyrighted work with the Copyright Office. That’s like, in most cases, less than $70 if you do it on your own. If you go to copyright.gov. And having that kind of strategy is so important because what you said, particularly if you’re going to be online, because anybody can copy and paste your picture and copy that shirt maybe. But if you have a copyright in the design, then at least what you have in the US is the right to reach out to their person, send them a cease and desist letter and keep it pushing. And then if they don’t stop, then you have to file a lawsuit maybe.

Shontavia Johnson (16:48):

But there are some things you can do that don’t cost a ton of money. And I think that’s one thing that people overlook about intellectual property when you talk about copyrights in particular. Because if you do it on your own, which you know, some people can, one of the best resources I know about if you’re trying to do it on your own is a resource through NOLO, N. O. L. O. And they walk you through step by step how to file a copyright application for your work. And doing that is one of the best things you can do. And it doesn’t have to be cost prohibitive. Like I said, if you do it on your own, it’s probably less than $70 a lawyer is probably going to charge you a few hundred dollars but not necessarily cost prohibitive if you’re selling products, you know, and if you believe in your work, so you have options, you have lots of options.

Artie Freeman (17:35):

And that’s the thing. That’s what a lot of people are concerned about. How do we make what we’re doing official and we protect our brand and that’s what we need.

Shontavia Johnson (17:47):

Yeah. Yeah. So copyrights, copyrights are one thing. The trademarks. So even like with your shirt, so y’all saw the shirt earlier, if you’re listening on the podcast, I’ll drop a link in the show notes so you can see the shirts. But trademark is another thing. So in the United States with trademarks, even, once you start selling with the logo and all that on it, you’d have a trademark. It’s not a very strong trademark, but you have one. And I say it’s not a strong trademark because in the U.S. At least where you have trademark protection is where you have physically sold products. So like if you’re selling products in Greenville, you probably are acquiring trademark rights in Greenville.

Shontavia Johnson (18:27):

The state has a pretty cheap trademark application that you can file through the South Carolina Secretary of State’s office. Also less than a hundred dollars I think that might even be less than $50 then you’re protected around the state. Federal trademark application, probably less than $300 or $400 if you do it yourself. So with trademarks, federal trademark applications, I often suggest you don’t do on your own because of the, you know, just the, the applications are deceivingly complicated, but there are steps you can take in the interim that are cheap or free that allow you to at least start the, or get on the path. Federal trademark protection, that was probably the best, especially if you’re online. It’s going to cost you a little bit, but it doesn’t necessarily have to be, you know, thousands and thousands of dollars either. But having a strategy is important.

Shontavia Johnson (19:24):

Having a good strategy, but you guys have a great model in my opinion because you know, you’ve got these shirts, these designs that appeal to different people. You know, I think who your ideal customer is now you can start talking to those people directly. I don’t know. You have good. I think you have a good frame for what you’re trying to do.

Artie Freeman (19:46):

We appreciate that.

Shontavia Johnson (19:47):

Yeah. Other frustrations? Are there other frustrations? So for people who are listening who want to start a business or have started and they are thinking about all these things that they need questions or they have questions about, what are the other things that you guys are thinking about in your business right now?

Artie Freeman (20:04):

My, one of my concerns is being able to, to provide for the demand. Let’s say we all want to be successful. We want people to– the orders to start coming in. But when you have a person who’s passionate about what they’re doing, like myself you want to put your hand on every piece because you want to, you want to do your own quality control, but I think that’s impossible if you intend to be successful. So one of my fears is what will, how do I – fears and concerns – is how do I care for the demand if and when it comes? Well, let’s say when it comes how do I go about doing that and how do I partner with somebody without losing a lot of the control and in an affordable way? Because I think that’s what most people who are starting out is, are concerned about being able to do it affordably.

Shontavia Johnson (20:56):

Yeah. So what does your business partner do? What is his background? Where does he fit with all of this? Because it seems like you have another person.

Artie Freeman (21:06):

Yes. He he works full time like I do.

Shontavia Johnson (21:09):

Oh so you both work full time.

Artie Freeman (21:11):

We both work. Yes. Yes.

Shontavia Johnson (21:12):

This is the side hustle on the way to the main hustle.

Artie Freeman (21:16):

Exactly. Exactly. And so that’s the big, that’s one of the biggest things is being able to devote the funds that you already need to care for everyday things, the necessities of life and having the time to give to it and making sure you’re protecting it. All of those things are big concerns for us.

Shontavia Johnson (21:35):

Oh man, that’s tough. Alright, so you gonna make me work for it today, Artie. I should have asked you to pay on the way in.

Artie Freeman (21:44):

This is for the people.

Shontavia Johnson (21:45):

Time is a big one for a lot of people, right? Especially when you were working full time. You mentioned you’re married. I know you have a child, you’re a parent too, so there’s a lot to balance. What I have often suggested to clients who are coming through the door, brand new, who probably have full time jobs, is is there a way you can devote an hour a day, carve out that hour, look at your day, figure out all the things you’re doing each day. Are you scrolling through social media? Are you spending time doing whatever you’re doing? Can you pull back one hour a day to devote since both of you work full time.

Shontavia Johnson (22:29):

I had another actually guest on the show recently who talked about how when she, before she went out full time as an entrepreneur, one of the things she did was she’d take days off from her day job and devote that full day to her side hustle, which was a side hustle then. And so then she had– she could wake up in the morning and literally on that day off, do those things in the business that needed to be done that you know when you’re getting off at five or six or whatever, you have a spouse, you have a child, you know those things are tough. So that would be one suggestion in terms of the time, like devoting consistently an hour a day when you have those days off, take a day and literally just focus on the business.

Shontavia Johnson (23:14):

In terms of the demand, which I know you’re in the process of building that demand right now, but are there like companies that will white label things for you? You know where you have the copyright in the design, someone else is making and shipping and doing all those things that you’re doing probably now. Every day.. And I don’t know if those things are possible. Have you looked into that kind of thing?

Artie Freeman (23:40):

There are some companies who can do it. There again, my main concern is will they do it the way that I would do it? Because the last thing I want is a complaint from a client. Especially since I want them to be happy about the product. I think it only takes one bad review, you know, or one bad experience with a person and now they no longer want to deal with you as a company. They go on to let’s say Amazon and order your product and there’s a bad review. They give you one star just so they could say, I wish I had gave you, I can give you zero stars. That effects how the public views you now. And so that’s my main con– that’s one of the concerns as far as outsourcing is concerned. Will you show each product the love that I would show it, will it be quality the way that I expected? The same thing that I would give if it came off of my own press, so to speak. So that’s one of them.

Shontavia Johnson (24:33):

Oh that’s tough. I mean, but you’re one person. You can’t be at a press making 12,000 shirts. Probably. But I imagine there are some ethical companies, some companies who will send you products. I mean, you could randomly order products from them that are your own products to see are they, when it’s not, you know, me requesting it but me as a faceless, nameless customer, does it meet that same level of quality– is a suggestion. The other thing that I want to mention, because I love that you said this because I hear various iterations of this from so many people. And that is, you know, they’re scared of that bad review. They’re afraid of like that one instance where they really mess up and they think that’s gonna like ruin everything they’ve worked so hard for. But I have two examples that have happened recently, at least in, in 2019 last year in 2019 and the first was the release of Disney Plus.

Shontavia Johnson (25:31):

Did you, are you familiar with Disney Plus. So, Disney Plus, Disney, created this new mechanism for getting all of their movies. They have like a new app, new service. So all the old school Disney movies from when we were kids, all the new stuff, all the Marvel stuff. It’s all in one platform. You pay like $6 or $7 a month, you have access to everything. And on the day it released, there were millions of people who could not get on, even though they had paid, even though they had registered and signed up. There were many, many complaints. And then also for the people who could even like login and get on, they couldn’t see all the movies or it didn’t work with their televisions or whatever. So the first day Disney released this product in the United States and it was one other country.

Shontavia Johnson (26:21):

I can’t remember the other country. There were all these problems, all these complaints. You know how many people signed up for Disney plus that first day, 10 million. More than 10 million, you know. So those bad reviews didn’t really impact– I signed up a week later knowing all these problems that happened, right? Because I wanted that product. And I think you hear people talk a lot about how, you know they want stuff to be perfect and nothing’s perfect, right? And you will work five years trying to get something perfect and it’s never going to be perfect. Tesla released their new truck in 2019 and they tried to, like, they created these windows that were supposed to be destruction proof. And on the stage when Elon Musk released the truck, he threw those balls, he threw some balls at the windows, both of them shattered. And that was the release.

Shontavia Johnson (27:08):

They still got like a hundred thousand people signing up to buy this truck. So you know, like having a mistake, it’s not going to kill your business. So I would not allow being afraid of one bad review to keep you from looking for ways to scale because you can always find good ways to stay alive. I don’t know. So I have more questions for you. You’re getting all this free advice out of me. No, I’m kidding. But so you have this business you’ve been working on, you’re doing all this amazing work. You have a wife. You have children or child, you have a full time job, how do you balance all these things, because you’re doing a lot, you, you’re building a business. How do you do it?

Artie Freeman (27:48):

One thing, when you have a family, you have to talk to your family, ask them are they getting the time that they need? And so you have to prioritize. And so I give my wife as well as my daughter, the time that they need from me and step away every now and then. And it’s also a difficult thing when you love what you do. If I had the ability to walk away from my job or take off to go spend time with my family, I’d do that all the time. But when I’m in there creating, I’m in my zone and I could lose track of time. And so you don’t check yourself as much as somebody else could or as well as someone else could. So one of the things I do is just ask, you know am I spending too much time doing this? And if so, then we’ll focus on doing something together.

Shontavia Johnson (28:39):

Do you ever feel like you are spending too much time on the business?

Artie Freeman (28:43):

Yes. Yes. To be honest. Yeah. but I think that’s what anyone who does anything they love, you know you can be blinded by passion. Yeah. And so you could think that I’m giving it what it needs in order to get it to the level it needs to be. And so that’s why you just ask your wife and your children are going to be your spouse and your children will be honest with you. Yeah. Yeah.

Shontavia Johnson (29:12):

They will let you know.

Artie Freeman (29:13):

Oh, one other thing, I also like to involve my daughter in the process as well. And so that’s one way we could time. We can spend time together and you never know where good ideas will come from. And so by us doing that together, I’m teaching her entrepreneurship as well as getting some one on one time. And it provides an opportunity for her to talk to me about things that have nothing to do with the business. So it was killing two birds with one stone. I think there’s one way to manage it.

Shontavia Johnson (29:40):

Oh that’s awesome. So how, what does she think? How does she like all of this? Does she have this bone in her body?

Artie Freeman (29:44):

She’s a daddy’s girl. So she likes most of the things that I do, but now she’s a teenager. And I love, one thing I love about it is I try to teach her to be logical. Don’t allow your emotions to affect everything. And so while she wants to please me if she doesn’t like something that I like she’ll say, no, I think you should simply it. I think you’re making it complicated. And so sometimes the designs that I finally come up with, the end result, she has contributed to that. And so I like that. Yeah.

Shontavia Johnson (30:17):

Well that’s awesome. Yeah. I mean, I’ve, I’ve met your daughter in passing. I’ve seen the way you and your wife interact with each other, which is beautiful. It seems like they both are very supportive of what you’re trying to do, but what kind of conversations do you have to have with your wife about this though? Because you said, you know, like you check in with her and say, Hey, are you getting what you need? Sometimes it sounds like maybe you feel like you might not be getting what you need, but how did you, how did you have that conversation with her when you decided you really wanted to do this?

Artie Freeman (30:48):

I told her about all the positives to be honest with you. I said, if we do this, then it’s going to work out this way and then you don’t have to work. But obviously—

Shontavia Johnson (31:04):

I want her to work! She braids my hair.

Artie Freeman (31:08):

That’s her passsion. So my goal is for her to do that only as much as she would like to. But I just told her the positives and, and I was honest with her and told her the negatives as well. And she was, she’s a very supportive woman and so when she saw that I was very interested and she jumped on board I didn’t have to do a whole lot of convincing because she knows I do my research. And so any question that she asked, I either had the answer for it or I would get the answer for it and keep her involved in it. And so that, that way she recognizes that she has her opinion matters. I value what she has to say. And so when a person feels like they’re appreciated, then they don’t have a problem investing. I think that’s a big thing. Even even at a job, you contribute to morale when you make a person a part of the process. And so that’s one thing that helps us. We, we communicate I guess is the easiest way to say it.

Shontavia Johnson (32:07):

Great, great. Cause you know, this is so important. You know, your business can be doing great, but if your family is not good and your people not good, it’s not good. It’s not good. You might be rich, but you’re rich and by yourself. That does not equate to happiness. So that’s, that is good advice for people as they are thinking about these journeys. It’s not just you, it’s you. It’s the people who love you, the people who support you, the people who are with you now, you know, while you’re building. So very good advice. So as you do all of this, as you build, as you grind with your business partner and all of that, what are you worried about? Do you have any fears? Do you have any fears about entrepreneurship, about what happens if you are successful or if you fail? What about all of that? What are you thinking?

Artie Freeman (32:53):

The fears is losing the identity. There’s some people who become successful, they make a lot of compromises and by the time they’re finished, they don’t even recognize the product or they don’t see themselves in it, you know? So I don’t want to lose who we are because we have a goal, we have a focus. So I don’t want to be dictated. I don’t, let’s do one of those.

Shontavia Johnson (33:23):

Okay. So let me ask you again. So as you build and grow your business, are there things you’re worried about? Do you have any fears with respect to this entrepreneurship journey?

Artie Freeman (33:35):

If with success, sometimes you lose a lot of your ability to influence, especially when you start partnering with bigger– partnering with bigger companies. And I don’t want to lose our identity. I want to remain in control because we have a vision and I want to have that. As long as I can, we can portray our vision, then I feel like we have the connection with the audience and that, that we want to have. So that’s one of the things that I’m fearful of is, is losing the amount of control that we have. I know we have to compromise and give up some because everybody has to benefit in a partnership. So that’s one of the things. And I think the other thing that I mentioned is just making sure, and you answered that actually, that I am able to protect what we have invested, protect our image and protect everything that we’ve created. And so and, and being able to stand up in court, so to speak, I don’t want anybody to say, Hey, we were doing something similar. You took this from us. And if their pockets are deeper, then I feel like they have a better chance at winning a case were to come to that. So those are my fears.

Shontavia Johnson (34:48):

So I love that you answered like, sorry, let me try one more time. So I love your honest answer there that you’re worried about what happens when you grow. That’s a big concern when you are growing a business. One of the strategies, and I talk to this– talk about this with my clients a lot–is what is the plan? Are you going to grow and remain the face of the brand? Are you trying to sell to somebody else? Are you, I love that you mentioned your vision. I love that you talked about you know, wanting to protect your work. And I think for many people they kind of assume that this is a really expensive thing to do to get intellectual property, to get copyrights, and trademarks and all of that. And it can be, don’t get me wrong, but to start, it doesn’t have to be, there are things you can do along way to wrap your arms around your work. So that’s great. So as we kind of wrap this up, you mentioned your vision. What is your vision for Affiliated? What is your vision for the work that you do and where do you plan to go?

Artie Freeman (35:51):

Our vision for Affiliated is to provide quality products at a good price point, which is, you know, we were talking about the challenges. Frustrations is being having people recognize you as a formidable company and opponent, so to speak, someone that others will have to compete with. But being able to make it attainable, not cheap. And a lot of people think that you’re afraid to say affordable because people think cheap, but it’s not cheap. It’s quality. And so we want to be able to reach as many people who want to wear the brand. And just to make people feel good about wearing it. I want people to feel like this is me, you know, I want it to be an expression of themselves. And that’s part of my vision.

Shontavia Johnson (36:42):

Oh, that’s awesome. So this is a place where Artie, we disagree a little about price. We’ve talked about this a bit because there will always be people who think if it’s too inexpensive that it’s cheap, they don’t want it. And I, I strongly believe that we should not compete on price. When you have a really good product, whatever the price is, is whatever it is, but your vision is what drives all of that. And so that is part of your vision. And I respect that. I just, you and I do feel a little differently when it comes to price.

Artie Freeman (37:13):

And, and that, that’s one of, that’s why I mentioned it’s a challenge. I agree with what you’re saying. It’s when you have, when you come from the background I come from where your parents couldn’t afford it. You know what I mean? You always have sympathy and you empathize with individuals who would like to wear it, but they can’t because they can’t afford it. But you’re right. And so you, if you, if you don’t value yourself, that’s something that I’ve learned. Other people won’t value you. Right? And so you have to, you have to value your own product and put that tag on it to let people know that you think this much of it in order for them to think that much of it as well. So…

Shontavia Johnson (37:51):

Right. Well, I mean you have great products. I look forward to seeing what happens with them because I’ve seen some of your designs and I think they’re really good. Where can people find you if they want to get the shirt or if they want to connect with you? Where can people find you

Artie Freeman (38:05):

Currently? You can go on to @fandf.official that’s Instagram or you can email me at artiefreeman81@gmail.com that’s artiefreeman81@gmail.com. So those are two ways that you can get in contact with me.

Shontavia Johnson (38:25):

Okay. So the @FandF.Official. That’s the Instagram account to see your shirts and all of that. Alright. Alright, awesome. So y’all go check out Artie’s work Ferguson, Ferguson and Freeman Affiliated Apparel Company. Take a look at what he’s working on. I don’t know if you’re going to get back to bow ties, but I have a husband and a son. You start making bow ties —

Artie Freeman (38:47):

If you’re interested in a bow tie, contact me that way. And we’ll work together. We’ll work something out.

Shontavia Johnson (38:52):

Alright y’all, so if you have more questions about this episode, more questions about being an early stage entrepreneur, head over to shontavia.com leave a comment about this video, about this conversation. If you have questions about anything Artie mentioned, I would love to connect with you and hear more about the things you’re struggling with as a new and early stage entrepreneur. You can also ask other questions. You can also ask whatever you want about how to get started on this entrepreneurial journey, shontavia.com I look forward to hearing from you soon. Thanks.

New Speaker (39:25):

Thank you so much for listening to this episode of The Shontavia Show. If you enjoyed this episode, please be sure to like, subscribe and leave a comment wherever you’re listening. You can find me on social media everywhere, Facebook, Instagram, Twitter, LinkedIn, and wherever else @ShontaviaJEsq. You can also visit me at shontavia.com to find a transcript of this episode along with other show notes. While you’re there, please be sure to subscribe to my email newsletter.

New Speaker (39:56):

The information shared in this podcast and through my other platforms is designed to educate you about business and entrepreneurship and I love to do this work. While I am a lawyer, though, the information I provide is not legal advice and does not create or constitute an attorney client relationship.

New Speaker (40:15):

The Shontavia Show is a LVRG Incorporated original. The show is recorded on site in South Carolina and produced at Sit N Spin Studio in Greenville, South Carolina. Original music and sound design is by Matt Morgan and Daniel Gregory. Mixing and mastering is by Daniel Gregory and the video is by GVL Media.

#27: From broke and homeless to billionaire investors: How to diversify Silicon Valley with Arlan Hamilton

#27: From broke and homeless to billionaire investors: How to diversify Silicon Valley with Arlan Hamilton

In this episode of The Shontavia Show, I speak with Arlan Hamilton, an exceptional venture capitalist and the author of It’s About Damn Time: How to Turn Being Underestimated into Your Greatest Advantage.

Arlan is the Founder and Managing Partner of Backstage Capital, a fund that is dedicated to minimizing funding disparities in tech by investing in high-potential founders who are people of color, women, and/or LGBT.

Today, at 39 years old, Arlan is becoming the most powerful black woman in the venture capital universe, and I was honored to speak with her for the show.

Arlan’s remarkable story includes everything from poverty and housing insecurity to billionaires and history-making University of Oxford scholarships.

Her rise, work, and impact have not gone unnoticed. In 2018, for example, she was the first non-entertainer/non-athlete black woman to grace the cover of Fast Company magazine. She’s racked up a ton of awards, accolades and speaking invitations.

On the show, we talk about Arlan’s background, her new book, and why she’s adamant about betting on underestimated founders.

She also recounts one of the most perfect examples of #thehookup I’ve ever heard at 18:28 in the show.

Show Highlights

03:08 How Arlan Hamilton’s viral Medium article made her a household name in Silicon Valley and with entrepreneurs

13:00 How Arlan built a name for herself as a VC while broke and homeless

15:09 What Arlan believes causes the disconnect between VCs and underestimated founders

17:07 The three things Arlan says led her to getting her first investor

18:28 How “writing her own invitation,” and some unexpected help from a black woman, helped Arlan land a legendary billionaire investor

22:37 How Arlan’s book, It’s About Damn Time, is different from most business books

24:02 About How to Raise Capital for your Company from Scratch, Arlan’s new course for startup founders

26:39 How Arlan uses money to give back to others by supporting special projects, creating scholarships, and making history

For more, check out the full episode below.

Show Notes:

 Buy the book It’s About Damn Time: How to Turn Being Underestimated into Your Greatest Advantage: https://amzn.to/2xvpLD7

Dear White Venture Capitalists: If you’re reading this, it’s (almost!) too late.: https://medium.com/female-founders/dear-white-venture-capitalists-if-you-re-not-actively-searching-for-and-seeding-qualified-4f382f6fd4a7

Memo to the Silicon Valley boys’ club: Arlan Hamilton has no time for your BS: https://www.fastcompany.com/90227793/backstage-capitals-arlan-hamilton-brings-diversity-to-venture-capital

How to Raise Capital for Your Company From Scratch: https://arlanwashere.teachable.com/p/raising-capital-for-your-company-from-scratch/

Questions and Action: Where can you “write your own invitation” in your own life?

In the show, Arlan talks about “writing your own invitation” to meetings, rooms, tables, and anything else you want to participate in as an entrepreneur. After you’ve had a chance to watch the video, I’d love to hear from you in the comments section!

Please answer the questions/complete the suggestions relevant to your current situation:

1. Are there rooms, meetings, or events that, if you were invited to, would help you grow your brand or business? Make a list of them.

2. Prioritize the list you wrote in #1.

3. Start with the first thing on the list and follow the organizations, decisions makers, and/or their collaborators on social media. Determine how you can “write your own invitation” into those spaces.

Please give as much information as you can in response to these questions. I’d be happy to share more tools and resources that help you get what you want. 

Thank you so much for joining me on this roller coaster of an experience.

I am eternally grateful that I get to do this work with working professionals who are also creators, entrepreneurs and side hustlers like yourself.

                                                                  Let’s continue to make it happen,

Episode 27 – From broke and homeless to billionaire investors: How to diversify Silicon Valley with Arlan Hamilton (transcript)

Episode 27 – From broke and homeless to billionaire investors: How to diversify Silicon Valley with Arlan Hamilton (transcript)

Shontavia Johnson (00:00):

What’s up, y’all. Welcome to The Shontavia Show, where my goal is to help you start a business based on your life’s vision. This ain’t gonna be your daddy’s business advice. I’m laser focused on entrepreneurship in the 21st century, vision and breaking the traditional mold. If you can get with that, you can get with me, be sure to visit shontavia.com for more episodes, blog posts, and other content. Thank you for listening. The show starts now.

New Speaker (00:28):

What’s up y’all? I’m Shontavia Johnson and this is another episode of the Shontavia Show, where I want to help working professionals like you quickly start your dream business, make more money, and ensure that people know who you are. I hope everyone is safe, healthy, and staying at home during this coronavirus pandemic. This has been a wild time. I feel like we’re on a roller coaster of terrible lows with a few highs sprinkled in there every now and again of course for people who’ve contracted the coronavirus, their families, and the medical professionals doing their best to provide care, my heart really goes out to those folks. I have prayed for people who have succumb to this illness and the family they’ve left behind. I certainly have tried to support organizations who are contributing to supporting these families and medical professionals.

New Speaker (01:27):

It feels helpless sometimes to be honest, especially for those of us who really want to help, but we’re nowhere close to the medical field and just giving money sometimes feels like a drop in the bucket. But where I feel like I can really make a positive impact right now is with people who want to start businesses. Even during this time and maybe especially during this time, so many people have been furloughed, and let go, and are unsure about their job security. I really want to help support those folks and figure out ways that I can support their dreams and their vision of starting these businesses.

Shontavia Johnson (02:08):

And that’s hard because this has really been a roller coaster of a time for entrepreneurs too. It’s kind of like the worst of times and maybe the best of times, because small businesses are definitely hurting right now, right? Customers and clients are spending less money. They’re losing money, losing their jobs and staying at home. And so if you have a small business, you might think someone is crazy to try to start a business right now when consumers are not spending as much money, staying at home, and losing money. But, there’s a lot of opportunity for folks who can adapt to the changing times that we are living through right now to solve problems for people who need help.

Shontavia Johnson (02:51):

And another person who’s been masterful, I mean truly masterful, at adapting during these times and supporting entrepreneurs and founders who need help, is the subject and interviewee of this podcast episode and that’s Arlan Hamilton.

Shontavia Johnson (03:08):

I introduce her more fully later on in the show, but in addition to what I say later on in the show, I want to share a few more things about Arlan for folks who may be newer to her work. I learned about Arlan in 2015 through a Medium article she wrote that went viral. The title of that article was “Dear White Venture Capitalists: if you’re reading this, it’s almost too late.” In the article. Arlan calls out VCs for failing to invest in companies founded by people of color, women, and members of the LGBT community. She also tells them what they need to be doing to remedy this failing on their part, and how they can go about doing it. And then finally, the last thing she does in the article is invite them to get at her so that she can help them figure out how to support these businesses founded by people of color, women and members of the LGBT community.

Shontavia Johnson (04:10):

And not because it’s charity or because it’s some kind of philanthropic endeavor, but because it’s a good business move. It’s a good business opportunity. Everybody can thrive and make money when they diversify the way in which they’re investing their VC funds.

Shontavia Johnson (04:29):

Now, why would Arlan writes such an article? Why is VC funding important at all? VC funding…so the term VC means “venture capital.” And venture capital is an important tool for supporting innovation and entrepreneurship for people who have amazing world changing ideas, but not enough money on their own to test and prove those ideas. Some of the things we use every day that have literally changed the world started out as VC-backed startup companies–companies like Facebook, Google, Twitter, Dropbox, they were all VC-backed startups at one point, and today a lot of prominent companies are still VC-backed. One example is Instacart, and right now during the coronavirus pandemic, so many people are learning about Instacart if they didn’t know about them before.

Shontavia Johnson (05:26):

Instacart is basically a same day delivery service for groceries and it has become essential to busy people and families across the U.S. and Canada. And not just busy people, but now, many of us who are following the guidelines of health professionals to stay at home. So VC funding can take a good idea and turn it into a game changing multinational company that becomes interwoven into the fabric of our day to day lives. And Instacart is an example of that. It’s a company that was important before for sure, but now it’s become a critical resource for those of us who want to stay at home to protect not only our own lives and families, but also the lives and families and well-being of others. So VC funding is important. And one of the issues with VC funding, and this is why Arlan wrote her article, is that venture capital funding does not go to underestimated founders.

Shontavia Johnson (06:34):

Those are people who are women, people of color, members of the LGBT community, the numbers, the most recent data is abysmal. So I’m going to read off just a couple of the statistics and prepare to be appalled by these numbers.

New Speaker (06:52):

When it comes to women, for example, out of $85 billion of VC funding in 2018 only 2.2% went to female founders. And every year women of color get less than 1% of total funding. Out of all the VC funding over the past decade, Latinx women led startups have raised only 0.32% and black women have only raised 0.0006%. I don’t even think that registers on the scale, really. We’re talking about really, really small amounts of money going to founders who are equally as smart and innovative as everybody else. And then when it comes to people of color and VC funding, the numbers are not that much better.

Shontavia Johnson (07:45):

They’re a little better but not that much better. So most recently, the most recent data I’ve seen suggests that 2.4% of VC backed founders are Middle Eastern, a little less than 2% are Latin American, and just 1% identified as black. And these numbers have been in the years since Arlan’s 2015 Medium article was written.

Shontavia Johnson (08:14):

And since she wrote that article, Arlan has really upended Silicon Valley and taken it by storm. Today, she’s the founder and managing partner of a venture capital fund that has invested millions of dollars in hundreds of companies founded by women, people of color and people who are LGBT. And, Arlan has a new book coming out tomorrow, May 5th, 2020. The name of the book is, It’s About Damn Time: How to Turn Being Underestimated into Your Greatest Advantage.” Stacey Abrams had just has described this book as “a hero’s tale of what’s possible when we unlock our potential, continue the search for knowledge and draw on our lived experiences to guide us through the darkest moments.”

Shontavia Johnson (09:04):

I’ll drop a link in the show notes to the book for anyone who’s interested in buying it. Arlan and I talk about the book in this episode, and I have to say I had an opportunity to read an advanced copy of the book and I found it incredibly engaging, and insightful, and relatable. Like some of the stories she tells – these are the stories of people, of color, of women, of people in the LGBT community that we live every day.

Shontavia Johnson (09:35):

And so of course when you’re writing a book of this magnitude from a person who really has become legendary in Silicon Valley, a person who’s able to get advanced copies of her book to people like Stacey Abrams for comment, you typically go on a nonstop book tour with very, very high level, in-person engagements. You’re on all the national news shows and news stories and under the circumstances, a lot of those things aren’t possible right now because of the coronavirus pandemic.

Shontavia Johnson (10:11):

So Arlan has adapted in this particular instance with her book tour and she’s done a whirlwind of interviews digitally and I was honored to be one of the shows that was given the opportunity to speak with Arlan about her book, It’s About Damn Time, which again comes out tomorrow, May 5th, 2020, her work, and what she thinks the future is for underestimated founders. Y’all, I am so pleased to share this conversation with you here. Check it out.

Shontavia Johnson (10:43):

So excited to be here with Arlan Hamilton. Arlan has built a venture capital fund from the ground up. And it started in 2015 when Arlan was homeless with no network, no money, but a huge vision and a huge focus on investing in underrepresented, underestimated founders by becoming a venture capitalist. She’s founded and serves as the managing partner of Backstage Capital, which is a venture capital fund dedicated to minimizing funding disparities in tech.

Shontavia Johnson (11:15):

And they invest in high potential founders who just happen to be people of color, women and LGBT. And today they’ve raised millions of dollars and invested in more than 130 startup companies. Some of my favorite companies, Bandwagon Fanclub, just so, too many to name. I’m going to get in trouble probably if I start naming them, but so excited to be here with you, Arlan.

Arlan Hamilton (11:40):

Thank you so much. I’m very happy to be here.

Shontavia Johnson (11:43):

Yeah. So you are about to come out with a new book. You are actively raising money, you’re doing so many things. Could you talk a little bit about your story, about your background and how we got here?

Arlan Hamilton (11:57):

Sure. I was raised in Dallas and moved out to Southern California in my early twenties. I’m in my late, late nineties, my late thirties, feels like sometime. Late 30s now, I’ll be 40 this year. So my early twenties, I moved out to Southern California. I’ve had many, many lives and many careers and everything. Worked in live music, worked at publishing a music magazine. I’ve had a lot of odd jobs, a lot of things like that working since I was 15. Early thirties, stumbled upon startup world. It was startups were like Airbnb and Twitter, what is a startup and caught the bug and really wanted to start a company. And so I started doing all this research about startups and invest, like finding an investor, and all sorts of things. And I learned that 90% of all venture funding goes to white men. And this was like 2011 or 12.

Arlan Hamilton (13:00):

And to me that didn’t make any sense, because there are so many, they only make up one third of 30% or so of the country to begin with. So they’re already overexposed to the capital. And second of all, there were so many people of color, black people, women, LGBTQ, et cetera, who I knew, who had really great companies and I and, and in the venture space. And I couldn’t, I couldn’t understand that number. So I over the years decided I’m going to raise a fund to invest in many of us rather than try to invest, just have some investor invest in me. And that’s not easy to do when you’re a, when you have no money of your own. When you have a negative bank account, you have debt. Um, uh, housing insecurity, was on food stamps for part of it, um, all kinds of circumstances. But I knew the whole time that I was doing it, even at the worst times, that it needed to exist. And so I just kept going and 2015 in the fall, I got my first, yes, my first investor after several years of trying and then I just haven’t looked back.

Shontavia Johnson (14:08):

So when you’re doing that, when you are going through all these different early stages and you’re getting nos before you get to the yes. What keeps you going? How do you know that this is the thing before you get that yes?

Arlan Hamilton (14:22):

Well, in this particular case it was in knowing that if I kept going and I was able to succeed in raising this money, that money would help propel these amazing founders who I’d already met, like. It wasn’t like I was thinking that they may exist or hoping that they may exist once I get the money. I was chased, the deal flow was chasing me and I was chasing the money to get to the deal flow. So that was a lot of fuel to the fire. Knowing not, not just like a goodness of my heart, but like as a capitalist, like saying awesome companies. I want to, I want equity and I want a piece of that because they’re so great. And so that that was a lot of fuel. And then thinking about the impact was really important too.

Shontavia Johnson (15:09):

So why do you think there was such a disconnect between Silicon Valley and existing investors and the start up companies founded by people of color, women, people in the LGBTQ community? What, what was happening?

Arlan Hamilton (15:22):

I think there are a few things. I think there was some blatant, um, uh, laziness going on among the investors. I mean, just straight up. We don’t want to learn what we don’t already know. Then there are others who didn’t necessarily have that laziness, but they didn’t know what they didn’t know. They didn’t know. And that’s what they call it, unconscious bias. They didn’t know that they were overlooking people. And I, and I, those, I found those to be interesting because if they, once they found out, they were like, Oh, this is an interesting opportunity, you know. I didn’t necessarily grow up with, uh, lots of women around me to know that they have a particular, uh, unique view of this type of a company, you know? And then I just think, media the way that we’re represented a lot of times, so people are represented, in good and bad ways can, can mean a lot. And I just think that not only the media, but what was really happening was like money was going to white man because it was, that’s how it’s always been been. Then, those white men, because they had support, were doing well and succeeding. And then people who put the money in them say, well that must be who succeeds because it is so, so it was like this manifesting itself sort of situation. And it got real homogenous, real fast and real boring real fast. The, the floodworks in the last five years you’ve seen, so many of us have really succeeded in and changed that narrative.

Shontavia Johnson (16:57):

Yeah, no, that’s excellent. And so you are doing this work, you’re changing the narrative. You get the first yes. You mentioned the first. Yes. How’d you get the first? Yes.

Arlan Hamilton (17:07):

That’s a whole story. I mean that’s a, that’s what I have the book, you know, because it’s a long story, but it really was persistence. It was being consistent with my message and what I wanted to, what I wanted to be doing with the capital. It was being authentic and being patient, and being patient with the investor who was taking a look at me from May to September in a time where I was homeless. So that was not an easy May to September. Um, and it was them seeing that, yeah, you’re right. These, these founders are just being overlooked. It’s not that they’re worse than somebody else, they’re just being overlooked and we want to see if there’s an outsized value to that.

Shontavia Johnson (17:52):

Yeah. So you mentioned the book, the book is called, It’s About Damn Time, and I think I first read about it in that Fast Company article about you.

Arlan Hamilton (18:03):

I’m just trying to point at it. [inaudible].

Shontavia Johnson (18:04):

Every time, every time post your bookshelves on Twitter or Instagram, I’m always zooming in trying to figure out what I can read next.

Arlan Hamilton (18:19):

Yeah. I mean I love — I’m always adding to it too.

Shontavia Johnson (18:23):

So I’ll keep zooming. So I first read about the It’s About Damn Time fund in that article about you in Fast Company. Now you have a book of the same name. And I’ve been working through the early copy of the book that you released to some folks. And I think one of my favorite chapters thus far in Chapter 20 – “Write your own invitation.”

Arlan Hamilton (18:48):

Oh cool.

Shontavia Johnson (18:49):

I love, I love that story. I hope we can talk about that story in the book.

Arlan Hamilton (18:55):

Yeah, we can talk a little bit about it.

Shontavia Johnson (18:57):

So you talk about how in difficult situations, there almost always is a work around, right. And that, you know, you always have to act like you belong. And I think that resonates with me because my father used to tell us the same thing. I don’t care who you are, I don’t care where are you from. Act like you belong in a space. And you tell this story about how you navigated a difficult situation. You got to hook up from a black woman who happened to be working in a space at that time. Do you mind talking a little about that story?

Arlan Hamilton (19:29):

Yeah, it was, yeah, I was early in the process, so I had already raised a little bit of money and I was trying to get this very particular investor, billionaire investor, to put in just a few thousand dollars into the fund that would be very meaningful at the time. And so I found my way into an event that he was speaking at, a big high profile event he was speaking at, where he was like headlining the conversation on stage. And I was the only black person in attendance that I could see. And, I wanted to talk to him cause I had talked to him a little bit on email, but I wanted him to see me and talk to me and I, and I didn’t know exactly how to do that. So the other black people who were there were servers and I went up to one woman and I just, all I wanted to do really was just like ask her like, do you know, I don’t even know. Like, do you know how I can… Where the stairs are? You know, like I was just kinda like trying to get her to tell me some little information and she ended up the clutch like the hookup. So I told her, I was like, you see that guy on stage? I need to to meet him, talk to him. She didn’t ask me any questions. She didn’t know who he was. She could care less. She said, well I know he’s supposed to be getting his makeup done and get to do a video interview cause I heard, cause I’m supposed to send them some food or something. So there’s only one way to get there, though, if you want to get there before he gets there. And I was like wow. So we’re whispering, because he’s on stage speaking. So there’s an elevator behind us. There’s a bar to our left, there’s an elevator behind us, and then he’s speaking to our right and to the front. And she just, she goes, this service elevator will take you to him, take you to where he’s going to be so you can get there before he does and then nobody else will have access to it.

Arlan Hamilton (21:18):

So she puts her hand down. She doesn’t it– We don’t look– we don’t look at each other. We kind of stay in the side by side. She puts her hand down, she pushes the button to the elevator. I slide back in the elevator, I slide on back, like the Homer Simpson GIF, and then she pushes the button to go up and I head on up. And I’m there when he gets there. He has 30 minutes where he has to get his makeup done. I’m able to talk to him, ,uninterrupted and he had seen me online before, so he wasn’t completely like taken out of nowhere with it. But it was a, it was the hookup and we had a great conversation. I’ll talk more about it in the book, what we talked about and how it turned out.

Shontavia Johnson (22:04):

No, that’s an incredible story for so many reasons, but it also…

Arlan Hamilton (22:08):

I want to find her.

Shontavia Johnson (22:11):

You have to find her, send her a copy of the book, a shirt, a hat. But it’s a metaphor almost for what you’re doing. I mean you are opening the doors of access to people who might not otherwise have it. And I just so applaud and appreciate the kind of work you’re doing for that reason because it’s hard. It is hard. Right?

Arlan Hamilton (22:32):

That’s true.

Shontavia Johnson (22:33):

You’re very welcome. It is hard. And so can we talk more about the book a bit?

Arlan Hamilton (22:37):

Sure.

Shontavia Johnson (22:37):

So you, very intentionally so, say I’m a capitalist, I’m looking for opportunities, but your book, like even the chapters are broken down into things like relationships, resiliency, authenticity. So what made you go the more emotional intelligence route with writing the book?

Arlan Hamilton (23:00):

I think you can be both at the same time cause I am both at the same time. I mean, I, I am a capitalist in that I want to capitalize on opportunities, but I don’t necessarily necessarily believe that other people don’t get to have, if I have, and vice versa. I want to, I want us all to thrive. That’s what I talk about in the book. Like I want us all, I want to see us all winning. So I don’t think you win by just knowing X, Y, Z, spreadsheets, his this and that, I think you, it has to be a combination. So I tried to make it both. I tried to make it, it’s a business book that you can reference when you need to think about ways to building your empire, but it’s also something that can be inspirational, aspirational, um, and, and help you, you know, just know what I, what I’ve gone through and what how I’ve come out of that.

Shontavia Johnson (23:53):

So you’re giving the people everything, some business, some emotional life, all of it wrapped into one. And I’ve also seen that you have a class now teaching people how to raise money in their business. Could you tell us a bit around in it? That’s right. Okay, awesome. So with the class, is it literally ground zero, I’m thinking about a startup. Do I already have to have a startup?

Arlan Hamilton (24:22):

So I’m glad you asked that question specifically because what I did was I just made a flow chart, just last night, that helps people know exactly where they stand with the class. So if you go to, itsaboutdamntime.com where you can also preorder the book, or pick up the book depending on when you hear this, if you go there, itsaboutdamntime.com, look up Arlan’s Academy, which is in the menu. Scroll to the bottom of that Academy. There’s a flow chart, so it just takes you through. You ask the question, do you already have a company or you, you want to start a company, you haven’t launched yet? Depending on what you’re doing, go over here, haven’t launched yet? Do you have an idea already or do you, do you still need time to look for an idea? And that’ll take you through and then it’ll take you through.

Arlan Hamilton (25:06):

The way that it’s set up is, you can be at, it’s called How to Raise Capital for your Company from Scratch. So it’s really for people, the people who are going to get the most out of it, already have at least an idea or a company and they’re trying to raise money for it. But it’s really for people who want to get a head start on how do I even think about what I want this company to be, why do I want to have it? And you know, the more groundwork you can do, the better. So that’s why there is a lot of benefit to people who have, who don’t even have an idea yet for the company, so that they start off on the right foot. It’s also good for people who, like I said, who have all the ideas or have launched and then it’s good for people who have already raised money, people who already know that, it’s a refresher course and it’s also doubling down on some of your preconceptions. Because I’ve seen 6,000 plus companies come through in the last five years. I know a thing or two about pitches, and about what investors want. I’ve raised millions of dollars. I’ve earned millions of dollars in revenue in the last five years. So there’s a lot I’m pulling from in this course. And so I think the people who are gonna get the most, most out of it are the ones who already have an idea and are launching it or have already launched it. And then the other, it broadens out to others.

Shontavia Johnson (26:30):

Great. No, that is such a useful resource because it is and it’s a whole world, right? And you’re pulling in all these different resources.

Shontavia Johnson (26:39):

So my final question is about money because you know, people of color, women, we can have some emotional baggage when it comes to money, the way we were raised or the lack, lack of money. And one of the things that I’ve really respected about your work as you continue on this trajectory is you give back. So you have scholarships. I saw that you announced you are creating more scholarships, you’ve donated money, you have a new nonprofit, Project Cover. So how do you stand in your truth of wanting to make money but also balance that with wanting to help other people?

Arlan Hamilton (27:17):

I want to make money. I want to be wealthy and probably give away 80% of it. I’ve never, I’ve made no, um, you know, secret of that. I want to make money because then I want to spend it the way I want to. So that, in that way I, I agree with some billionaires, you know, some of them are like I don’t want the government touching my money. So I think it can be both. I think you can do, I think everybody is allowed to do whatever they want legally to make money, make as much as they want or as little as they want and then do with that what they want. And one of the things that I want to do, a major part of what I want to do is use wield that power as a gay black woman in ways that I haven’t necessarily seen patterned for myself.

Arlan Hamilton (28:06):

I want. That’s why I’m, I mean, I’m doing a scholarship at Oxford with my mom for a black scholar because it didn’t exist before. They didn’t have, it was a very first one they have for a black scholar.

Shontavia Johnson (28:18):

Really? Wow.

Arlan Hamilton (28:20):

These are the types of things that I’m trying to do. I’m trying to make these steps that are just not like, not just the norm. I’m trying to like break through, you know, break, break through and be… serve as a case study so other people can do it. So they can see how to do it. I’ll leave the breadcrumbs, show you how to do it, and then it just all feeds on itself. So the book, It’s About Damn Time, most of the advanced money I made from that, and I made a good deal on that, I put back into Backstage. I used it for operating costs and for investment capital. I’m going to continue doing that kind of thing. I’m going to use some of it for philanthropic measures. I’ll use some of it to invest in myself. I’m gonna use some of it to have a second home. I’m gonna do what I want. You know, like that’s that, that’s that power that you get by holding onto your equity and holding onto as much of that power as you possibly can.

Shontavia Johnson (29:12):

Oh, that is awesome. Thank you so much for chatting with me, Arlan. This has been incredible. Look forward to reading the book at itsaboutdamntime.com, right. We can preorder it now.

Arlan Hamilton (29:24):

You can pre-order it and become student of mine at Arlan’s Academy on the same website.

Shontavia Johnson (29:27):

Excellent. Well I will be doing both. Alright.

Arlan Hamilton (29:31):

Thank you so much.

Shontavia Johnson (29:32):

Thank you.

Arlan Hamilton (29:33):

Thank you.

Shontavia Johnson (29:35):

Yeah, so thank you for that. I appreciate it. And thank you for donating to the Phoenix Rising Virtual Summit too.

Arlan Hamilton (29:40):

A hundred percent a hundred percent. I’m so excited about it.

Shontavia Johnson (29:44):

Yeah, thank you.

Arlan Hamilton (29:45):

Thank you. Have a great day.

Shontavia Johnson (29:47):

Have a good weekend.

Arlan Hamilton (29:48):

Okay.

Shontavia Johnson (29:48):

Thank you so much for listening to this episode of The Shontavia Show. If you enjoyed this episode, please be sure to like, subscribe and leave a comment wherever you’re listening. You can find me on social media everywhere, Facebook, Instagram, Twitter, LinkedIn, and wherever else @ShontaviaJEsq. You can also visit me at shontavia.com to find a transcript of this episode along with other show notes. While you’re there, please be sure to subscribe to my email newsletter.

Shontavia Johnson (30:20):

The information shared in this podcast and through my other platforms is designed to educate you about business and entrepreneurship and I love to do this work. While I am a lawyer, though, the information I provide is not legal advice and does not create or constitute an attorney client relationship.

New Speaker (30:38):

The Shontavia Show is a LVRG Incorporated original. The show is recorded on site in South Carolina and produced at Sit N Spin Studio in Greenville, South Carolina. Original music and sound design is by Matt Morgan and Daniel Gregory. Mixing and mastering is by Daniel Gregory and the video is by GVL Media.

#26: How to stop overthinking and second-guessing yourself when building your brand

#26: How to stop overthinking and second-guessing yourself when building your brand

Random fact: An article I wrote was recorded into audio by the Smithsonian. It really tripped me out when they reached out to get permission to do it, because I knew how far I had come. 

Less than a year prior, I had just started writing publicly to build my brand.

This was a leap of faith for me because, as a full-time academic, some of my professional colleagues (at least then) frowned upon that kind of thing.

I didn’t really know how to get started to grow my brand, but I knew that I wanted people to know who I was.

One of my earliest attempts at this was with my local newspaper.

I submitted a few op-eds and ended up being published in the local paper 2x.

The second article was about racial tension percolating in my town (this published 7 days before Donald Trump was elected president).

This article was NOT well-received at all.

The article headline:

Whew, the comments. The ANGER. There were, apparently, some complaints made to my employer (or at least threats of it).

I wasn’t ready for the backlash. I wanted people to know who I was, but not like that! This was traumatic, especially because I was only 8 months in.

This experience could have stopped me from putting myself out there. But, instead I licked my wounds, learned some good lessons & moved on.

Since starting that public writing, I’ve been in Fortune, Newsweek, the Washington Post & TIME. And, this has led to a TEDx talk, speaking invitations, and a bunch of other stuff.

One monkey don’t stop no show!

In this Thursday Thoughts episode of the Shontavia Show, I answer a question about overthinking and second-guessing yourself because of concerns about public failure.

My suggestions are to: (1) Start with something low stakes. (2) Use the resources around you, like The OpEd Project, and then (3) Number three, perfect your pitch.

Check out the full episode below for more.

Show Highlights

01:11 – The question: How can I stop overthinking and second-guessing myself when pitching myself to editors?

04:40 – Shontavia’s horrible experience with an article she wrote

06:03 – How to start with a low-stakes article in your local newspaper

09:14 – How The OpEd Project helped Shontavia go from local letters to the editor to TIME, Huffington Post, and the Washington Post

11:13 – The one thing you can do to stop wasting time writing full articles

For more, check out the full episode below.

Show Notes:

 How to Put Yourself Out There: https://www.buzzsprout.com/795392/2444864

The OpEd Project: https://www.theopedproject.org/

How to Pitch, from The OpEd Project: https://www.theopedproject.org/pitching

How to Pitch an Article to a Magazine: https://www.masterclass.com/articles/how-to-pitch-an-article-to-a-magazine

3 Mistakes That Make Editors Throw Your Pitch in the Trash: https://www.themuse.com/advice/3-mistakes-that-make-editors-throw-your-pitch-in-the-trash

Questions and Action: Take a small step toward doing that thing you want to do but haven’t done yet

 After you’ve had a chance to watch the video, I’d love to hear from you in the comments section!

Please answer the questions relevant to your current situation:

1. What project or idea have you delayed because of overthinking? Which one excites you the most?

2. With the project from #1, what is a low stakes action you can take to move the project or idea forward?

3. If you are a writer, visit The OpEd Proect’s web page about pitching and pitch an article about the project or idea from #1!

Please give as much information as you can in response to these questions. I’d be happy to share more tools and resources that help you get what you want. 

Thank you so much for joining me on this roller coaster of an experience.

I am eternally grateful that I get to do this work with working professionals who are also creators, entrepreneurs and side hustlers like yourself.

                                                                  Let’s continue to make it happen,

#26: How to stop overthinking and second-guessing yourself when building your brand

Episode 26: How to stop overthinking and second-guessing yourself when building your brand (transcript)

(00:04):

Hey everybody, this is Shontavia Johnson and welcome back to another episode of The Shontavia Show where I want to inspire you to build a brand, business and life that you love. It’s Thursday. And what I love to do on Thursday is answer questions from you. If you have a question you’d like me to answer about building a personal brand or starting a business or connecting dots between what you’re doing at work and what you’d like to do, send me an email at askshontavia@gmail.com, that’s askshontavia@gmail.com and you might hear your question and my response on a future episode of the show.

(00:44):

So I have a question today about overthinking, which I’m excited about because I tend to be an overthinker. And this question is about overthinking specifically when writing, so like pitching articles and writing for third parties.

(00:59):

So I’m going to read the question and then give a couple of my thoughts about how this person can stop overthinking and get their writing and their work out there in the public. So here’s the question.

(01:11):

It says, Dear Shontavia, I hope you’re well. Thank you so much for your show. I love listening and it has dramatically improved my outlook with my brand and business. I have a question about overthinking. I would like to get into guest writing to build my brand, including guest blog posts and contributing articles to large news agencies and blogs. My dream is to have a byline at a major newspaper on my topic of expertise, which revolves around weight loss and healthy eating for women in particular, but I get into this tornado of analysis paralysis whenever I think about writing a full article. I’m worried about how I’ll come across to people, especially if I’m loud and wrong.

(01:58):

I read each sentence a hundred times before moving onto the next one and once an article is done, I think it sounds terrible. I probably have 10 or 15 articles saved on my laptop, but I’ve never pitched any of them. Do you have any tips on this? How can I stop overthinking and just do it?

(02:17):

Okay, so this person has to be anonymous and I will just call that person anonymous.

(02:22):

I really like this question because I tend to be an overthinker too. I will read and reread and delete and edit things to death and one of the reason I chose this question is because this is me. It certainly was me probably two or three years ago. It’s still me now to a lesser extent. I figured out some strategies that I’ll suggest to you. So one of the first things I’d suggest is go listen to one of my older podcast episodes about putting yourself out there.

(02:50):

I’ll drop a link in the show notes, but that article is really where I started with getting out of like overthinking and talking myself out of doing things that would really grow my brand and help me take things to the next level. And when you go back and listen to that episode, what you’ll find is I gave three suggestions that I won’t walk through all of them here because there’s a whole episode about it already.

(03:15):

But what I’ll say quickly is one of my first suggestions was give yourself grace because things are not going to be perfect. They don’t have to be. And you have to really just give yourself a little time, space and grace to start wherever you are right now. So that was number one. Number two, starting with your strengths. So I love that you already have what sounds like a really dynamic topic that lots of people are interested in: weight loss and eating healthy for women.

(03:44):

So you already have a really good starting place and starting from your strengths within that topic or industry will be important. And then number three, get over it and just do it anyway. And I think that’s really where you are right now, anonymous, figuring out how to get over it so you can just take advantage of the knowledge and the expertise that you’ve created, and not just for you but for all the people who really, really need your help and your guidance and advice. So again, I’ll drop a link in the show notes to that episode so you can take a listen.

(04:18):

But in addition to those suggestions, I want to give you some specific advice about where you are right now with your writing because that’s really where I started. I think at heart, I’m a teacher and a writer. I love writing, but I was really, really nervous when I started writing publicly to put my work out there.

(04:40):

I remember, this might’ve been 10 years ago, I wrote an article in a relatively large newspaper and while I liked it, I thought the points the I made were great. I got terrible comments and some pushback from people who even reached out to my then-employer who didn’t like what I had to say. And that was really hard because particularly at that time I was just getting started. It was one of the first things I wrote and there were people who didn’t like it. And I had to really kind of deal with it. But I was actually… Today I was glad that, or I am glad that I went through that because I survived it. The world didn’t end. My job didn’t stop, nothing stopped really because I got some mean comments on the internet. And so that’s a really hard thing. I know for people, particularly folks who, writing is their craft and their knowledge that they have, they feel so strongly about, but things happen and we move on.

(05:39):

You have to just kind of roll with the punches a little. And so I have been in this space, I’ve gotten negative feedback and so I don’t even want to try to suggest to you that things will be perfect because they won’t, but here’s some suggestions I have so that you can ease into it so that you don’t end up in a situation where you finally published something and things go horribly and you never do it again.

(06:03):

So, um, one of my first suggestions in terms of putting your writing out there is to start with a low stakes article. So one of the first things I ever wrote was an op-ed. I’ll never forget it in the Des Moines Register where I basically was ranting about stupid things I saw people post on Facebook. In particular there was this viral post that was going around that basically said, “Hey, if you put this in your Facebook posts, Facebook won’t be able to own all of your pictures and images. You will own the copyrights in your work. And by making this statement you can disclaim any type of lawsuit Facebook might have against you” or something.

(06:48):

And there were so many things that were wrong about this viral post that I wrote an op-ed in the Des Moines Register about it. Looking back, I mean it might’ve been a little silly, but what I was able to do is take this thing that everybody was doing and talking about and connect it to my expertise, which at the time revolved around intellectual property law and copyright law and the way that people out in the world and on social media interact with both the internet and with law. And so I could explain what the law really was that disputed all of the things that were in this Facebook post. And again, it sounded kind of silly maybe, but it allowed me to dip my toe in the water.

(07:32):

This was not the front page of the New York Times or anything. And I did it. I put myself out there, I wrote this article, it was probably 750 words or something like that, and it actually was pretty well received. So I didn’t get a ton of negative comments or negative feedback or negative push back or anything like that. But people actually kind of liked it. And when I posted it on Facebook and online, a lot of people reached out to me and said, Hey, I didn’t know that. I didn’t think about this particular post that way. And I learned something. And so that allowed me to dip my toe in the water. It was a lower stakes type of thing. It was an op-ed and what was my local newspaper at the time. And that kind of helps. So I suggest that to you, figure out a low stakes way to get your writing out there.

(08:24):

So maybe it’s an op-ed, maybe it’s a letter to the editor. You’re in a field where there are always things in the news and in the media about it. I bet your local newspaper is going to run an article at some point about health and wellness, weight loss for women, and you could respond with your thoughts about that article, agree or disagree, in a letter to the editor. So that’s one of my first suggestions. Start with a low stakes articles. Start small, allow yourself to get some practice and do that as much as you need to. That’s a way where you’re writing something short. You’re taking things that you know the public is interested in because you’ve seen it already in a newspaper or there’s something already happening in the news where you can dip your toe in the water. So that’s the first thing.

(09:14):

The second thing I would suggest is checking out something called The OpEd Project and I think it’s just opedproject.com I’ll drop a link in the show notes when I figure out exactly where the domain name is, but the op-ed project is an organization that scouts and trains underrepresented experts to take thought leadership positions in their industries. So they essentially, help take people whose voices are not always in the media the way that they should be and they train them and help them figure out how to do that.

(09:45):

I have used The OpEd Project a lot. I’ve used a lot of their resources because they do help you gain that confidence that you need to really kind of put yourself out there, and sometimes I think we overthink things because we don’t have that confidence. I know when I don’t feel as good about something that I’m about to do, that’s really when I start to overthink things. But using these resources and tools from the OpEd project, and I imagine there are others out there, that will help you figure out where your lane is out in the media, within your field of health and wellness, and weight loss for women. And that’ll start to give you some of that confidence. So lean on the resources that are available to you to help you figure out how to stop overthinking, and really stopping that overthinking by gaining confidence and learning the training and skills and techniques that will have you out there with your content, with whatever you’ve created.

(10:47):

And like you mentioned, one of the things you’re worried about is maybe being wrong about things, but if you are working with other experts to develop some of your expertise and ensuring that you’re ready and prepared, then you won’t be out there wrong. And even if you are wrong, that’s fine too. There are so many people out there who are loud and wrong that all kinds of things. So I would definitely suggest that you check out The OpEd project.

(11:13):

And then the third thing I would suggest is that you perfect your pitch. So in your email you mentioned that you have already written 10 or 15 different articles that are just sitting on your laptop. So one of my first questions is why have you written all of these article, instead of pitching the idea and then working with editors from wherever it is you’re trying to pitch to create something that ultimately that full article aligns with both your interests and the interest of the media entity that you’re wanting to work with or the blog that you’re wanting to write for.

(11:52):

So if you’re sitting in your house or in your office or whatever, just writing full articles, I’d suggest you take a step back and learn how to pitch an idea to a newspaper or to a blog so that they can give you some external validation that this is a good idea and it’s something we want, or this is something that needs a little bit more refinement, or this is something that maybe you should tweak a little, because this topic isn’t really right for us right now. So instead of spinning your wheels writing full blown articles, try pitching and pitch, for, and I’m sure you know what a pitch is but, but generally speaking, the pitch is just a couple of sentences, three, four, maybe five sentences that you submit to these folks that you’re interested in publishing with. Not a full blown article.

(12:45):

And what it does is answer a couple of questions, three questions, really. It’s the why, like why is this important? Why is this relevant to the news right now? It’s the who cares — who’s interested in the story right now or this piece or whatever it is you’re pitching. And then number three, why are you the right person to publish this article and write this article? So instead of writing a full blown thing, you just craft the idea, you give some good connections to the idea, to your expertise and to you. And then you let folks decide, is this something that we want? I suggest too that you start pitching instead of just writing full-blown articles. And I mentioned The OpEd Project a few minutes ago. They have an entire resource that teaches you how to pitch. And this is something like I was saying a few minutes ago, I’ve used The OpEd Project a lot, and I’ve used The OpEd Project specifically the most with crafting the right pitch.

(13:46):

And I mean I’ve pitched a lot of different media entities. I’ve probably gotten more nos than yeses, but over the years I’ve probably written, I don’t know, 80 or a hundred different articles for other people — that doesn’t even include all the work I’m publishing and writing on my own blog. And it’s hard to do. It’s really, really hard to perfect the pitch. But once you learn how to do it really well, it’s kind of like riding a bike. You learn how to do it really well and then you start to get more yeses and more opportunities to do guest posts and guest write for other people.

(14:20):

So those are my three suggestions for you in addition to what’s in my previous podcast episode about putting yourself out there. (1) Start with something low stakes. (2) Use the resources around you, like The OpEd Project, and then (3) Number three, perfect your pitch.

(14:38):

So I hope something I said was helpful. I hope those suggestions help you get out of the overthinking, specifically when it comes to writing articles for third parties. For everybody else I hope that helped you too. If you still have questions or comments or other insights that I didn’t mention here, or if you disagree with me, make sure you either drop a comment below or shoot me an email at askshontavia@gmail.com. Your question might appear on a future episode of the show. I’d love to hear from you and love to engage with you about this topic and whatever other questions you might have. Thanks.