Photo Credit: The Huffington Post

Getting To The Top On Your Own Terms: Lauren Maillian Tells All


Quick: take a moment and think about what you were doing at 19 years old. Maybe finishing up college, applying for internships, or perhaps, you were backpacking through Europe, trying to find your passion. For one serial entrepreneur, age has never been a factor, and defying the odds, breaking new ground and overcoming predisposed barriers are all talking points on her resume.

Lauren Maillian started her own award-winning wine brand at age 19 called Sugarleaf Vineyards in Monticello, Virginia. But by 25, she completely switched gears, leaving the grapes in her dust, to create a marketing firm called Luxury Market Branding. A year later, at age 26, she started to advise early-stage companies and entrepreneurs via a company she co-founded, Gen Y Capital. A year later, Sugarleaf was acquired and just last year, she began hosting a TV show on Oxygen, ‘Quit Your Day Job.’ Now? She just published her first book, The Path Redefined: Getting to the Top On Your Own Terms. Though she’s had enough careers and experiences to last a lifetime, one thing is for sure - this mom of two is just getting started.

Photo: oxygen.com

“At the time [Monticello] was just beginning. I thought to myself: 'Vineyards?That sounds awesome and they're beautiful to look at. Great, I’ll grow grapes.'"

A vineyard before she could drink.

“Everyone is always so fascinated by this fact, that I started a wine brand at 19! In any event, it was a real estate purchase: a 126-acre farm. I was looking for ways to conserve the land the land and having those agricultural incentives,” Maillian explained. As she did her research, she realized she could do a slew of things - from a tree or nut farm to orchards to raising cattle or geese. But for Maillian? Livestock was just out of the question. But even though she technically couldn’t purchase a bottle of wine, she realized that given her location - the Monticello region in Charlottesville, Virginia - she could grow grapes to sell.

"[I thought] great. I'll just grow grapes."

She decided to grow grapes for two years, and then sell those grapes to the vineyards around. But at the end of her second harvest, it’s 2006, she’s 21 and she realized that she could make her own wine and sell it. By 22, she broke ground on her own vineyard and shop, and of course, had a bottle ready to hit shelves. “It was fun, I never imagined myself in that particular career or industry. It wasn’t something I had my sights set on but sometimes life happens to you and in this case, it was a real estate purchase that became a hobby and a hobby that became a business. I used to say ‘hobby gone wild,’” she shared.

How she learned about grapes, with no experience

Ironically enough (and something she talks about in her book) Maillian didn’t have any mentors growing up, but she did find the grape-growing community to be a welcoming and supportive experience. In fact, the other vineyard owners were excited to see her branch out, creating more of a tourism attraction for everyone. “The idea being that hospitality isn’t just going to thrive on just one. No one is coming to Napa Valley, Sonoma County or the Monticello region of Charlottesville to see one winery or even two wineries, they’re coming to have an overall experience of an ecosystem that exists in that area,” she said.

“Before I opened there were 25 miles between me and one winery and the next. So it was good for everyone’s business. For sure there were people who doubted if I could actually pull this off. Truth be told, I doubted if I could pull it off, but it was a really fun challenge.”

How she navigated a male-dominated industry, at a young age

Maillian grew up in New York City as an only child in an African American family, attending high-stakes private schools which she gives credit to developing her thick skin. In fact, she says that being a fierce, confident female in a male-dominated world and many male-dominated industries has defined her life. “Any badass woman is going to have that, right? They’re going to be up against that. They’re going to be working in spaces and being in rooms where men have a voice, where men have more seats at the table than you do,” she shared.

But does she let it get to her? Nah, she says. “Where many people see those sorts of situations as a threat to their career or future opportunities, I always look at it as ‘God, you’re going to shine!’ If you’re in a room full of men, how can they miss when the black woman walks in?”

Her greatest challenge in business

Apart from learning the ropes of winemaking and figuring out how to run a company before she could legally drink, Maillian said the hardest part about her vineyard career was learning how to manage people who were significantly older than she was. “I was hiring people who were 34 to 42,” she said. “By the time I opened the Tasting Room, I needed operational roles, marketing roles and needed to hire all these different people, some of my employees were in their 60s.” While they had decades on her, Maillian called the employees in their 60s and 70s some of her most magical employees - they were super successful and retired, but were interested in meeting new people and learning something new.

While she didn’t struggle to attract the talent, it was more so being a boss and navigating those employer/employee dynamics, even with a great age different. “The times when they didn’t like what I said, they got reprimanded or there was a consequence, I think you always expect that as a leader, no one is ever going to love all the things you do,” she explained. “But it’s very different to have someone who thought ‘you could be my child.’”

On how she exited her business

For Maillian, leaving the vineyard came unexpected, but she says that most of her greatest experiences are like that: out of the woodwork and surprising. “I think the most important, amazing and sometimes the most lucrative opportunities, come at a time when you are forced to make decisions you weren’t prepared to make,” she explained. When the time to let go came, a friend encouraged her to release the dreams she had of her children getting married on the property and really look at the drawing board, to understand the offer that was on the table.

Because she was able to sell the vineyard, she was able to open her marketing company, Luxury Marketing Branding, attracting clients in various sectors, from food and beverage to fashion and skincare. “It’s been an incredible ride, and incredible is an understatement. Without having that experience, I wouldn’t be the person that I am today.”

Because she was able to get her entrepreneurial roots in Charlottesville, a more laid back, Southern town that isn’t as cut-throat as San Francisco or New York, Maillian said it helped her start steady and be bold, allowing her to run a business for seven years in a sleepier town, before moving on up. “It set me up to be the woman that I am today,” she said.

On the fast and furious transition

After she sold the vineyard, Maillian thought she’d spend more time with her kids at home and take it easy, but like she said, the unexpected happened, paving the way for a new whirlwind that she called ‘fast and furious.’ Quickly, colleagues starting reaching out to her, seeking the advice of brand marketing and positioning for their products. “I went from consulting, just me, and very quickly, onboarded other people to create a team and launching the company,” she explained. That whole process though? She said it took all of 45 days to go from a sole proprietor to a second-time founder. Luxury Brand Marketing was born. “There was no time in between, there was no break,” she said. “I’m jealous of my friends who go to Machu Picchu or Mount Kilimanjaro or India - I’ve never had that opportunity.”

Though she says she’ll take a breather after 40 (maybe), as a believer in signs, Maillian says that keeping occupied and allowing opportunities to fall into her lap has made her a better leader and given her a crash course in running a business. “For me, in the last seven and a half years, always having the next thing waiting for me has been very good. Staying busy and highly engaged at all times, has given me a renewed sense of drive, this ability to multi-task,” she said.

On her advice for branding and marketing for new companies

Though it might seem simple and like a no-brainer, Maillian says choosing the right logo and developing a strong brand identify is essential for success for an early-stage company. “What we often see with start-ups, somebody makes their own logo in some photoshop program, they go out and raise funds, they do some marketing and then, they do a big departure to 12 to 36 months later… and have to do that all over again,” she said. Though it might not seem like that big of a deal, since you’ve already invested the time, Maillian says taking a hot second when you’re first getting started will serve you better in the long run. “People often think, ‘we’ll figure out the name later or the logo later, what’s important is the product,’” she says. “Especially with product or services that are tangible to the consumer, it’s more than that. It’s how they identify with it or recognize it on the homescreen.”

So instead of launching right away, Maillian says it’s important to get really comfortable with your creative vision from the start. “You see that look, that name, that feel, you can envision it with the company 10, 30, 40 years from now,” she says. “If you started your company, SWAAY, if that was your billion-dollar media company, would you stick with those assets? It’s the right question to ask.”

3 min read

Help! My Friend Is a No Show

Email armchairpsychologist@swaaymedia.com to get the advice you need!

Help! My Friend Is a No Show

Dear Armchair Psychologist,

I have a friend who doesn't reply to my messages about meeting for dinner, etc. Although, last week I ran into her at a local restaurant of mine, it has always been awkward to be friends with her. Should I continue our friendship or discontinue it? We've been friends for a total four years and nothing has changed. I don't feel as comfortable with her as my other close friends, and I don't think I'll ever be able to reach that comfort zone in pure friendship.


Dear Sadsies,

I am sorry to hear you've been neglected by your friend. You may already have the answer to your question, since you're evaluating the non-existing bond between yourself and your friend. However, I'll gladly affirm to you that a friendship that isn't reciprocated is not a good friendship.

I have had a similar situation with a friend whom I'd grown up with but who was also consistently a very negative person, a true Debby Downer. One day, I just had enough of her criticism and vitriol. I stopped making excuses for her and dumped her. It was a great decision and I haven't looked back. With that in mind, it could be possible that something has changed in your friend's life, but it's insignificant if she isn't responding to you. It's time to dump her and spend your energy where it's appreciated. Don't dwell on this friend. History is not enough to create a lasting bond, it only means just that—you and your friend have history—so let her be history!

- The Armchair Psychologist

Need more armchair psychologist in your life? Check out the last installment or emailarmchairpsychologist@swaaymedia.com to get some advice of your own!