How We Metis a series where xoNecole talks about love and relationships with real-life couples. We learn how they met, how like turned into love, and how they make their love work.
Oftentimes, people say love and business don't mix, but this couple is one another's yin and yang in a journey to live their best life and achieve financial freedom through entrepreneurship. James and Deanna Robinson connected on ambition, confidence, and go-getter initiative from the very start. Both serial entrepreneurs have seen success in their respective fields and have even partnered up for joint ventures where each brings their unique strengths to the table.
"I can bring the deal to the table," James said.
"And I’m the closer," Deanna added.
"I’m not the type to send out the emails and things like that. She’s on top of that part. When we’re out, she’s quiet. I’ll be there networking. I feel like that’s where I’m strong," James continued.
"We almost missed the interview today," Deanna added with a laugh. "I gotta be in the field," James said.
Deanna launched FabBody Fitness more than a decade ago, empowering a lucrative market via her Maryland-based women's-only gym. The founder of the FabBody Retreat now works as a health and wellness advocate with corporate and private clients. James got skin in the game as a chef and went on to launch three of his own KitchenCray restaurants. He also recently launched Technology Partners LLC, which offers construction, demolition, IT, and other related services. Beyond their individual ventures, they're also real estate investors and own a black car service.
The couple, who met in 2013 and wed in 2017, shared how they manage running multiple businesses while still keeping the fire alive in their marriage, the challenges they've faced as balancing love, businesses, and parenting, and why they're the ideal partners in ventures and in life.
Serial entrepreneurs James and Deanna Robinson share why they're the ideal partners in ventures and in life.
Courtesy
How We Met
Deanna: I used to do these client appreciation pool parties. We actually met at one of my pool parties. His company was doing a sponsorship of some of the food items. This is when I had my gym, so it was for all my personal training clients.
James: The thing that attracted me was that she had her own business, she was doing something so I could learn from her. And I thought she looked good.
Deanna: I had known about him before we met. At that time he didn’t have any restaurants. He was doing catering and pop-up events. What attracted me to him was that he was a businessman and that he was very ambitious and that I could learn from him as well.
First Date
Deanna: It was to this French restaurant called La Diplomat in D.C. The most memorable thing about that date to me was we ordered a dish called foie gras and I wasn’t a foodie then. Quite different to now. I had no idea with foie gras was, but I was still open to trying stuff. I tried it and hated it. Now, I actually really like it. That always sticks out to me, when we sit down at a restaurant now to order it, we think about that first date when I had that with him and I despised it. After that, it was one of the things I admired about him as well is that he opened up my palette for food.
James: I didn’t know she didn’t like it. I didn’t know if she was a foodie or not. I’ve been a chef for 21 years, always into food so I just took her somewhere I know nobody was taking her. That stuck out to me—that she wasn’t a foodie.
Deanna: [Laughs] I was into oxtail and curry goat.
"The thing that attracted me was that she had her own business, she was doing something so I could learn from her," James explained.
Courtesy
The One
Deanna: What sticks out to me is we started really dating in September–the pool party was that August—and that’s always a rough time around the holidays because you just never know, like, ‘Are we gifting each other?’ or ‘What level of gift should we do?’ I had decided I was not going to get him a gift. I always felt like in relationships I was always the one doing too much.
The first time I decided not to do too much, was the time he decided to give me a gift. I felt horrible because he got me a really cute gift. It was, like, some perfume, or something. I didn’t get him anything. That’s when I knew. I had actually scaled myself back from being the kind person I was when all along I should’ve just continued to do what I do and the right person would accept it and it would be reciprocated.
James: I probably got it just by listening to her. She’s a real family-[oriented] person and holidays are important to them.
Deanna: His love language is acts of service and mine is quality time.
Favorite Way To Spend Quality Time
Deanna: We like to plan trips so that we have something to look forward to, so even when one or both of us are really busy, we know that in the next few weeks, we’re going to this place and it’s just going to be us. And it’s even better when we plan a long haul trip to a totally different time zone so that means when we’re up and doing stuff, everybody else might be sleep, so we won’t be on our phones or people won’t be calling as much for business. So really travel has been one of the ways we can kind of do the work-life balance.
Travel’s definitely one [way to keep the spark alive], and I think, going out to eat— trying new foods.
James: And we’ve got the baby. When we go places, we’re trying to call her on FaceTime. I remember when we went to Italy and our friend had a baby and we were so annoyed, like, ‘She keeps talking about the baby,’ and now we do that. [Laughs]. You’ve got that little 2-year-old baby that you love, so that’s one of the hardest parts, too, with entrepreneurship and us working. We’re not depending on a steady [9-to-5] check. We have to create something to go out and get, and we’re spending time away from the wife and your kid, and they want their own individual time as well. Building a family is not easy.
"We’re not depending on a steady check. We have to create something to go out and get, and we’re spending time away from the wife and your kid, and they want their own individual time as well. Building a family is not easy."
"We like to plan trips so that we have something to look forward to," Deanna shared about the couple's love for travel.
Courtesy
Overcoming Challenges As Married Entrepreneurs
Deanna: It's about making sure we prioritize that quality time. As a business owner, especially when your business is still in the growth stages, it’s important that we’re both grinding—especially for him. He’s got businesses in different states and events in other countries. He’s got to travel a lot. So it’s really important for us—and really tough for us—to make sure we’re carving out that time for family and making sure that we are spending quality time.
Even just being present is not always necessarily quality time—trying to stay off our phones when we have business on our phones and we need to answer that text message and send this invoice. So that’s been a challenge. It’s something we have gotten better at.
James: I like to make money and live a certain lifestyle now, and I have to be the one speaking the truth, like ‘Hey, you want this quality time, but we’ve got bills to pay.’ So, we have to figure [out] what’s going to work. If we’re going to live like this, one of us is going to have to be out in the field working and putting stuff together—building stuff up. I’m not saying we’re going to be doing that forever, but at least we gotta build a foundation, and make sure things are in place and systems are in place that work. That doesn’t happen overnight.
I feel like the older you get, more things start to change. In the beginning you can have one vision and later you can have another vision. Or 10 years later you might [say], I’m done. So, you just gotta learn and grow, because nobody’s going to stay the same every year. You have to communicate and be vocal and let the person know, ‘These are my goals, too.’
The more you stay together, the more you have to communicate and [talk about] the direction.
Favorite Traits
Deanna: He has a great sense of humor and I really like his swag. It’s a confidence. Even just his fashion sense—it’s very different and he doesn’t care what other people think about it. Of course, his ambition goes into that swag-iness as well.
James: I wish I had that way [of how] she’s close with her family. She's [very caring]. She grew up with her parents and around love. I didn’t. I’m learning from her to really be a super family-loving person. I’m not the same person I was when I met her.
I [grew up] in foster care. My grandmother took me in. I grew up in shelters. She didn’t have to go through all that stuff. I can be like ‘Forget this. I’m done. On to the next,’ but she has that trait where she can be patient and understanding. One of the things I learned is giving people the benefit of the doubt. I used to cut people off. … As I grew, I learned to give more benefit of the doubt to people. That trait of hers rubbed off on me and made me a better person.
For more information on Deanna and James Robinson and their businesses, follow their respective pages on Instagram @deannarobinsonfit and @kitchencray.
Featured image courtesy
RELATED
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