Erin Winters is a master class in owning your talent and starting where you are. The Detroit native launched her digital marketing and video production company Erin On Demand in June 2018, premiering her YouTube channel under the same name six months later. Less than a year in, the Creator on the Rise surpassed her goal of 50,000 subscribers, opening her Internet home to a flood of entrepreneurs and content creators seeking to fortify their brands and impact.
Erin didn't see this chapter of her life coming. While in college, the broadcast journalism major spent her summers interning full-time at Fox 2 Detroit with the intention of gracing screens as an anchor, but her final year sparked a change of plans. "I didn't like the stories they were sifting through and overlooking, but I still loved being on camera and telling stories," Erin tells xoNecole.
Courtesy of Erin Winters
One week after crossing the stage at Howard University, she took on a position as a spokesperson for a credit union in Michigan. "Everyone was expecting me to be the girl they saw on TV," she reflects. Deep-diving into speaking engagements and social media management, however, was exactly what Erin needed. "It really introduced me to a more creative side of storytelling and digital marketing that a lot of companies need," she muses. "They let me be super creative, and I hit the ground running."
Once her yearlong contract drew to a close, Erin would later stumble across National Geographic's nationwide call for its first-ever digital correspondent. Between her infectious personality and razor-sharp skill set, she not only soared to the top three but beat out a professional videographer and news anchor in the process. "I fell somewhere in the middle," she says of her mega win.
As grand as the opportunity was, like her first job after college, her gig was ultimately temporary, leaving Erin to face one question on her way back to Detroit 10 months later: Now what?
In this xoChat, the brand strategist talks building her business in the thick of unemployment, growing her YouTube channel with authenticity, and maximizing what you have now to create the future you want.
*This interview was lightly edited for clarity.
After your contract with National Geographic ended, how did you navigate the silence when you were applying for jobs and nothing was sticking?
Courtesy of Erin Winters
It was really hard. I had one big lead that I thought I would get, so when I didn't, it was even more crushing. It was a dark time for me in a way, but I'm glad I didn't get a job because it really gave me time to think about launching my business. I was working on my website. It gave me time to value my health. I was working out twice a day. I was eating good.
Even though it was hard emotionally in terms of what I was going to do next, it was also like, 'I'm here, I saved money, I can handle these interim months. Maybe this is the time to pivot, and you need this moment to be still and figure out what direction you want to go in instead of trying to beat God's timing.' It's crazy to look back on those months because if I did get a job, I wouldn't have any of this.
What I appreciate about your channel is that you’re very transparent about moving back in with your parents and living at home while building your business. When you first made that move, was it humbling for you in any way or were you just thankful to have that support in your corner?
It wasn't one or the other. It was both. I felt so grateful that I could actually come back home, and they let me convert one of their rooms into my office space where I can be focused and build. My parents are super supportive, and my mom is my business manager, so it's actually convenient for us to be in the same household because we literally talk about my business nonstop. It's good, but when you've come from living on your own and being able to go and do as you please, you do have to revert.
I need to respect their household, check in, and fix dinner for all of us, not just me. It's different things that I did have to readjust to, and it was a humbling experience, but at the end of the day, when you're building something, you have to sacrifice. There's no way you're going to be able to build something sustainable without that.
Why did you decide to create a YouTube channel after launching Erin On Demand?
Courtesy of Erin Winters
Two reasons. People were asking me the same questions over and over again (laughs), and I really did miss being on camera. That is probably my top passion. There was about six months in between launching the business and starting the channel. It was very important to me to get in the game in terms of entrepreneurship. I was still an infant, but I was still six months further than a lot of people who hadn't taken the full leap. I could still tell them things like how I prepared for the journey, how much I saved, what my target audience is, and what my goals are. I wasn't giving hardcore marketing advice at that point, but I still realized there were people at ground zero and I could help them get to level one. That was the mindset, and [my business] has completely blossomed since then.
"It just goes to show that you can't discredit your passion. If you are talented in some area, you're going to make money in that area if you put your energy into it."
I love that mindset of not waiting until you’ve “arrived” and sharing the process.
People appreciate that. I think that has contributed tremendously to the growth of my channel. One of the most frequent comments I get is, "I just love watching your journey." It's just crazy when you just start, and you don't care about the house you're in or the backdrop. It's really about capturing your journey as you go. I didn't see that on YouTube. I saw people in the entrepreneurial and productivity space who were already "there" or who had "built it". They weren't showing themselves grow. I just slid in there, and here we are.
Do you think that’s why your Day in the Life videos resonate with your audience so much?
Yes, because they can see me doing the work instead of just hearing me talk about it. When I started those, my channel really took off because people like to see you "do". It also goes to show that you can't be scared to try new things. The way that started, I didn't have a video planned, so I brought my camera along with me to a meeting. Girl, they loved that video. The thing in marketing is if it works, keep doing it. That really helped with the growth. It gives people more to connect with, and those connecting points build trust. So many people get caught up in the information, but it's also just [as] important that people like who you are.
Courtesy of Erin Winters
At some point in your Day in the Life videos, you always share your Top 3 list. How did you arrive at this method?
I've always been a to-do list type of girl, but my lists were too long. It would be a week's worth of stuff that I would try to put on myself for one day, which wasn't healthy. My first degree into the Top 3 was writing my to-do lists on sticky notes. If it can't fit on a sticky note, it is too much to do. Maybe I lost a sticky note or something, but I stopped doing that (laughs). Then, I bought a planner that had a section for priorities, and I decided to start listing my Top 3.
So much of productivity is feeling like you've actually got things done, and I felt so much better, so I started sharing it. I get tagged on Instagram, and people send me emails and DMs about how this really works. It was just about simplifying it. You'll get so much more done. Baby steps are still steps, and Top 3 is literally turning into this big thing that I did not expect.
You recently posted a video about how you make over $10,000 a month through seven streams of income. Why was it important for you to share this information with your subscribers?
It was important to share so people can know the possibilities that they can create for themselves with whatever it is they want to do in life. I just wanted to open people's understanding that there are so many ways to make money and once you understand that making money doesn't have to be hard, then the opportunities come. At the beginning of this year, my income streams looked nothing like this. Even six months ago, they didn't. It was very spotty and sporadic. I would always say, "At the end of this year, I don't care how much it is, I just need consistency."
"Once I really started to pour into how I could make things more consistent and didn't worry about the actual figure that I'm making, the opportunities kept coming and the streams of income kept growing. You can't get discouraged when you're in that seed-planting phase. You can't stop watering the seed. At some point, it has to harvest."
You’ve mentioned that things are changing over at Erin On Demand. Where are you right now when it comes to the evolution of your brand?
Courtesy of Erin Winters
The bulk of my time is YouTube. I always call it the heartbeat of my business. Aside from that, it's my eBrand Club. Once YouTube took off, I was never getting questions about video. It was always, "How do I build my brand?" and "How do I grow my social media?" I didn't have anything in place, so I had to create something that was affordable. I am firmly against absurdly charging people when they're trying to get their businesses off the ground, which is why the membership club is only $30 a month. I do weekly live lessons, Instagram audits, YouTube audits––I really get in there and help them figure out the best way to brand and monetize their businesses.
We bring in experts every month as well to talk about different things like Facebook ads, media kits, and pitching yourself. That's what I spend a ton of time doing because it's growing so fast. Then I'm doing one-on-one strategy calls, helping people get clarity on their businesses and helping them package it in a way that attracts their target audience.
People decide to become entrepreneurs every day. What’s in your Top 3 for thriving as one?
Faith. I have a very strong sense of faith. Without faith, I wouldn't have even taken a chance on myself. Faith is just so interwoven into everything in business. After you take the first leap, there's going to be a thousand more you need to take.
Support. I can't stress it enough. It's very hard to thrive as an entrepreneur, especially as a full-time entrepreneur, when you don't have support. That was another reason why I created the [eBrand] Club because people were coming to me about not having friends or parents who supported them, so I wanted to build a community of like-minded people.
Adaptability. There are just so many things in business that change. At this point, video projects are not the first thing I'm taking on [anymore], and it's only a year and a half later. If you are so stuck in where your business is when you first think of the idea, and that's not what your audience wants and that's not what's bringing in revenue, you have to adapt. I think I have really mastered adapting to my business and how it's shaped and just being a student to how all of this works.
I tell people all the time, "I don't know everything, but I'm very good at figuring it out."
For more Erin, follow her on Instagram @erinondemand and check out her videos at Youtube.com/ErinOnDemand!
Featured image courtesy of Erin Winters.
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Skylar sees things differently. At the time, she was shooting content on her iPhone. Temi came into the picture with a new perspective, an understanding of tech, and, eventually, a camera. “He doesn't give himself enough credit,” Skylar says. “He wasn't just my tripod. He wasn't just standing behind the camera and going ‘click.’ He was giving advice. He was giving me insight to how I could look at things from a different perspective. And I was like, 'Oh, he’s an artist.' I think it was maybe a heartbeat of that kind of energy of like, ‘Baby, can you take this picture?’ And it turned so quickly into, we're partners. We can work together in a way where we're advancing each other's creative thinking.”
The pair often says they’re two sides of the same coin. Skylar is an Aquarius. She attended art school, paints, and loves poetry. She’s more than happy to let the couple’s management firm and agency, Kensington Grey, handle their admin work. And, she loves to sleep in. Temi, on the other hand, wakes up early. He’s a Virgo. He loves a to-do list and regularly checks in on the couple’s brand partnerships spreadsheet to make sure everything is on track.
Because his storytelling was steeped in his love of technology, he didn’t always think of himself as a creative person. “Where I [am] the dreamer who wants to pluck things out of the sky and spend all day with my head in the clouds, Temi [is] so good at grounding me and helping me figure out how to make things make sense on paper. We just work together in such a complimentary way,” Skylar says.
It’s been more than six years since Brooklyn-based couple Temi and Skylar started dating, and nearly four since they cemented their working relationship. On TikTok and Instagram, the couple’s travel, fashion, and home content regularly rack up hundreds of thousands of views. They’ve worked with brands such as Coach, Aesop, Away, and Liquid IV, bringing their vibrant perspectives to every campaign they execute. Still, nearly two years since both Temi and Skylar committed to full-time content creation and creative directing, the couple says their romantic connection remains their priority.
“We told each other we would much rather go back to full-time jobs and preserve our relationship than to be full-time freelancers, barely getting a night's rest [and] barely kissing each other because we're so busy shooting,” Skylar says.
Working from home can make it hard to separate work from personal life for any entrepreneur. It can be even more challenging when your business partner is also your lover. Temi and Skylar had already used couples therapy as a tool to help them effectively communicate with one another. When they ran into challenges while working together, their therapist helped them set physical boundaries to help combat the issues.
"We told each other we would much rather go back to full-time jobs and preserve our relationship than to be full-time freelancers, barely getting a night's rest [and] barely kissing each other because we're so busy shooting."
“It actually took us doing very specific physical things to create boundaries between work and play in our relationship,” Skylar says. “So, for instance, we will only have conversations about work when we're out of bed or we're at the table or in the office. Initially, when we started, we had to light a candle to say that, 'Okay, this is a space where we're connecting, we’re not talking about work.' We needed really hard boundaries at the top. And then it became a little bit more organic.”
The boundaries have been crucial to implement, especially because the couple began working together so naturally. When the pair first met, Skylar was NY-based a social strategist for BuzzFeed and was using content creation to drive business to her lingerie company. She was shooting her own content. Temi was working for Microsoft in D.C. He’d recently traded in his DJing equipment for a camera. “I've always loved taking pictures,” he says. “Even when I was a kid, my African mother would wake me up at 3:00 a.m. [during a] party, and be like, 'Come take the family picture.'”
Growing up, Temi says he watched his parents support each other and be the true definition of partners. He knew he wanted the same for his own relationship. But, the couple also wanted to make sure they were being financially responsible. The pair didn’t quit their traditional jobs until they’d saved up two years' worth of their cost of living. And, Temi received his Master of Business Administration from New York University with the knowledge that it could either help him advance in his corporate career or be applicable to his business with Skylar.
Temi and SkylarCj Hart @hartbreakToday, they say their working relationship is more of a “quiet dance.” They still implement some of the boundaries they learned in therapy, but they also lean into their natural strengths and deep love for one another. When we speak, Temi has planned a date for the couple to see Princess Mononoke in 4K IMAX and added it to their Notion so they can factor it into their busy schedules. “I fully plan to date for the rest of my life,” he says.
Skylar says the couple doesn’t just wait for date nights to check in with one another, though. This often happens in the mornings, after Temi has made her peppermint tea and poured himself a cup of coffee. When they ask each other how they slept, she says, it’s not just a “nicety.” It’s a genuine question meant to foster connection.
“A lot of it happens during the day in the midst of work. We'll stop and we'll hug. Or we’ll slow dance in the kitchen,” she says. “Sometimes it's hard to set a whole date night when you have 7,000 things going on. So, we must grasp these moments and check in when we can. And I think it's become so organic to us that I actually didn't even realize how often we do it. But all day long, we're like, 'Are you good? I felt like your energy shifted,' because we're best friends, we just know. We just feel it happen.”
What’s better than being in love? Building wealth while doing it. Watch Making Cents here for real stories of couples who make money moves together.
Featured image by Cj Hart @hartbreak
From their perspective, their friend should simply know what they should and shouldn’t do. Yeah, one day, I’m going to write an article about how a lot of relationships could be spared so much drama if we all stopped automatically expecting others to think, act, and even love like we do. Anyway, my client did pause for a moment; then she shared that there was one thing, in particular, that she had told her friend that she didn’t appreciate and her friend just kept on doing it — so much to the point where it was starting to feel not only intentional but disrespectful too. In response to that, here’s how the rest of the dialogue between us went down:
Me: “Did she apologize?”
Her: “I mean, after I about lost it and told her that I was sick of her sh-t, she did. I don’t know if I can trust it, though.”
Me: “Has the action happened again since?”
Her: “The last time was only a few weeks ago. It’s too soon to tell. I know I’m starting to put distance between us, though. I’m not sure if I want to be friends with her anymore at this point.”
*le sigh* What to do, what to freakin’ do, when you’ve got a friend in your life who does something that bothers, offends, hurts, or harms you (because those are all different things, y’all), they apologize and you’re not exactly sure what to do with their apology. That is something that I’m pretty sure that all of us have gone through, probably more than once. If you definitely have, and there have been times when it’s left you feeling stumped, let’s unpack it all a bit — just so you’ll know how to move, with complete peace of mind, for the sake of your friendship and, most importantly, your peace of mind.
People with Regrets Apologize (and Every Self-Aware Human Should Have Regrets)
GiphySometime last year, I was talking to a friend of mine about his spouse. As he was raving about all of the things that he adores about her, something that he said caused my eyes to get semi-big: “I mean, she doesn’t believe in apologizing which can get on my nerves but that’s about it.” Whew, chile. Also, another article for another time: It’s very hard for a marriage to function, in a healthy way, if both people aren’t willing to apologize and forgive because there are going to be countless times when doing one or the other is going to be extremely necessary. Why?
Because we all make mistakes and sometimes poor decisions (and no, those two things aren’t the same either) must be corrected with an apology. Not only that but we all also experience times when someone needs to apologize to us and, because of the first thing that I said, we should forgive them and LET. IT. GO.
Yeah, those “I don’t apologize” people? Talk about folks who I don’t trust because that typically either means that they have way too much pride going on or they suck and taking personal accountability for their actions — and neither of those things makes it easy when it comes to trying to have a solid relationship with someone else. Honestly, the only kind of folks who “cause me to pause” more are the ones who claim that they don’t have any regrets in life. Truly…what in the world are you talking about?
If you’ve been rocking with me on this platform for a while now, you already know that I totally and completely loathe the saying, “I don’t regret anything” (check out “Why Regret Might Not Always Be A Bad Thing”). SMDH. Some statements, I just think that they have been popular for so long that people repeat them without really thinking about what they actually mean.
When it comes to regret, if you look up its definition, you should see the word “remorse” somewhere in there and remorse means “deep and painful regret for wrongdoing; compunction” — and if you NEVER feel this way, that low-key sounds like either you think that you never do anything wrong (which is a completely delusional mindset) or you don’t care to “right your wrongs” whenever you do them (which makes you a pretty unsafe individual to be around).
And why am I laying down all of this foundation? Because, before getting into how to discern someone’s apology, it’s important to first surround yourself with individuals who even get that they should apologize from time to time in the first place — not because you think so but because they think so. I’m telling you, it can spare you a ton of time and potential heartbreak to follow this tip.
I say that because I ended a relationship about six years ago, mostly because the person reached out to me to help them out with something, and when I wrote out a full email about something they did that was highly offensive and would result in my not obliging them — not only did they not apologize, they didn’t even acknowledge what I said. What kind of makes it “comically worse” (utter audacity-wise) is the few times that I’ve seen them since, they’ve acted like nothing even happened. Then I had to think back to other times when I’ve brought hurt feelings or offenses to their attention and how they would deflect, play the victim, or change the subject (bookmark that).
Hmph. We talk about narcissism a lot both on and offline — uh-huh, be careful about those narcissistic friends out here. They always want to be the center of attention. They constantly put their own needs first. They have a hard time forgiving and yet think that you should dismiss whatever they do that’s wrong (or damaging). I could go on and on about those jokers. For now, I’ll just bring this point to a close by saying that if you want to trust someone’s apology, you need to trust that they care enough to apologize in the first place. And lawd, won’t that preach?
Next point.
Karma Is Attached to Apologies
GiphyOne day, I’m also going to write an article about how much forgiveness tends to be weaponized — and how absolutely insane that is. Meaning, so many people think that they deserve an apology for all of the things that they do while others don’t — and that’s not really how forgiveness works. If you’re looking at it from a Scriptural standpoint, the Good Book tells us that if you want to be right with God, you’ve got to forgive other people (Matthew 6:14-15). Science says that if you want to be healthy, it’s wise to forgive as well. Adding to both of these things, since karma (which is basically just reaping what you sow) doesn’t discriminate, if you want to be forgiven in the future, you should forgive others in the present.
And that’s what I mean when I say that karma is attached to apologies. When it comes to some completely bold and If-I-were-a-different-type-of-person-things-would’ve-gone-very-differently things that have happened to me throughout the years — what has kept things peaceful and put me on a faster track to healing is choosing to forgive others; especially when they make a point to apologize (check out “How I Learned To Forgive People In My Life Who Weren't Sorry”).
Honestly, a part of the reason why I can do closure so well is because I can accept an apology. What I mean by that is I think a lot of times, we stay in “hamster wheel relationships” (same problems, no new solutions) or we’re so super devastated (because we’re not just sad, we also beat ourselves up with guilt and yes, regret) if something should happen to someone who we used to be in relationship with and it’s partly because we don’t accept apologies.
Me? I never want to be so high and mighty in my mindset that I think I can gamble my relationship with God or my health simply because I want someone to think that what they do and ask forgiveness doesn’t deserve mercy while I’m somewhere thinking that I should be pardoned for all of my mess. I don’t know about y’all but I need God’s forgiveness, plus, it feels good — cleansing even — whenever people who I’ve hurt or harmed have forgiven me and so I give forgiveness in order to receive it — because every single human needs to receive it.
Next point.
A Sincere Apology Doesn't Deflect, Justify or Play the Victim. It Takes Full Ownership.
GiphyNow that we’ve talked about why you should only befriend people who forgive and apologize and how you shouldn’t be in relationships if you don’t know how to forgive (and apologize) — let’s talk about what a sincere apology should even look like.
Years ago, I had a friend who violated a very clear boundary of mine. She kept trying to push something on me that I didn’t want to do until one day, she did it anyway. And boy, was I pissed. When she saw how angry I was, she called me crying and, although she did say that she was sorry, she also went into all kinds of reasons why she thought that she was the bigger victim. The more that I listened, it was like she wanted me to apologize to her for violating me (whew, chile). Yeah, don’t trust those kinds of apologies because they are chocked full of manipulation.
And this is where we start to tiptoe into the difference between accepting an apology and trusting one.
Since she literally said, “I’m so sorry,” I accepted her apology because, although I think that my discernment is pretty keen and she was trying to manipulate matters, at the end of the day, who am I to brush off her efforts to acknowledge what she did? Did I trust her apology, though? Absolutely not because to trust something, you’ve gotta be confident in it, and anyone who decides to make what they did to you totally about them? They don’t really get what an apology is all about.
Hmph. I grew up with people who would apologize and also deflect (shift blame, gaslight, go into semi-denial mode), justify poor behavior (make excuses, follow their apology with some long ass story) and/or play the victim (act like they are more hurt than you are) in the midst of their apologies and those types of individuals typically only apologize in order to “move on” from what they’ve done — not to really make sure that you are okay about what had transpired.
And those people? Whether they are too selfish, not self-aware enough or they’re simply ignorant about what a sincere apology looks like, if those three factors come into play, their apology can be accepted yet not really trusted in the sense of you believing that they will do their best to not repeat the action again. How could you TRUST it if they don’t fully OWN it? Make sense?
Next point.
Accepting Apologies and Actually Trusting Them Are Quite Different
GiphyIf you know that someday, you will need to apologize to someone, you will get again why I say that none of us should really refuse someone else’s apology. Another way of looking at this is if someone apologizes and you don’t accept it, it’s basically saying, “I don’t acknowledge that you acknowledge what you did that you are trying to take responsibility for” — and honestly, what kind of sense does that make?
Because while you are thinking that not accepting their apology is harming them, it’s really only hurting you because you are choosing to hold onto what their apology has actually released them from. Plus, y’all know that I am pretty word-literal and, at the end of the day, accepting an apology simply means that 1) you are responding to what they are saying and 2) you are receiving the effort. Over and out.
Now TRUSTING an apology? Again, that is something entirely different. I’ll give you another example. Everyone who knows me (check out “5 Signs You Really Know A Person”) knows that if I come out to a big function, that’s love — DEEP LOVE. Back when I was an entertainment journalist, I had my fill of stuff like that; these days, low-key is how I get down. Anyway, one time, a friend invited me out to a crowded and pretty important function. After a bit of convincing, I made the personal request of not wanting to go along with someone else in their world who I am not fond of (who they are now not even friends with because they discovered on their own just how shady the person can be).
My friend assured me that it wouldn’t be an issue — only for me to get to the place where we were meeting up and my friend then telling me on the way to the venue that the person would be joining us. When I tell you that we literally had the conversation about that not happening just a few hours before? Chile. My response? I left before we headed there and went back home. I am BIG on my boundaries being respected and I’m not going to be set up to be put in a position to somehow be the bad guy if I’m not kee-keeing with someone who I didn’t want to be around, intimately, in the first place. Plus, my friend needed to fully enjoy her night without worrying about what the energy was going to be like.
My friend owned that it was “bad business” to even move like that — that it was thoughtless and a bit manipulative on her part because a part of her thought that if I was pushed to the wall on the matter, I would just get over it. She apologized. I accepted it. However, I didn’t just accept it, I trusted it because, a few weeks later, she invited me to another event, out of state, all expenses paid.
Listen, if you know me, you know that it wasn’t the free trip that “moved me” because my favorite place is always gonna be at home. LOL. It’s that my friend didn’t just acknowledge what she did, she also took it upon herself to make amends — and that’s what a real apology should always include.
And what is amends? It’s “reparation or compensation for a loss, damage, or injury of any kind; recompense.” That said, when we really get the weight and magnitude of something that we’ve done to another person, it’s never enough to just toss a flippant “My bad” in their direction — it’s important to put forth the effort to set things right.
I got that my friend understood how much effort it took for me to do the initial outing with her in the first place because she took a few steps up from that and turned another event into a girls' trip — just us. That was a couple of years ago now. We’ve not had an issue in that lane since.
Your friend who hurt you and apologized? One way to know if you can trust the apology to the point where you know that it’s okay to move on fully from the matter is if they are willing, on their own, to make amends. If, in their own way, they ask you, “How can I make this right?” If you get that from them, I really recommend that you give them a chance because not only does it seem like their apology is heartfelt, but they also want to help you to heal from what they did — and at the end of the day, because none of us can change the past, just “own” our part in it, there’s not much more that a human can do.
Plus, people who go so far as to make amends, they typically also put forth the effort to try and change their behavior (or not repeat the action). And again, what more can you really ask for from any fallible individual (and we are all that)…right?
____
No one is perfect. We’re all going to mess up. If you really get that, when a friend apologizes to you, let both of yourselves off of the hook and accept it. And during the apology, if they take full ownership which includes making amends, trust your friend enough to have faith that they will try to not hurt you, in that way, again.
Accept is about recognizing.
Trusting is about putting your confidence in something.
When it comes to apologies, specifically, I hope it’s easier to now know the difference.
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