How Garrain Jones Went From A Homeless R&B Singer With Six-Figure Debt To A Millionaire Entrepreneur

I knocked nervously on the door of the high-rise condo.
I was late, to my dismay, despite leaving 45 minutes prior to our scheduled interview to drive the 12 miles from Hollywood to Santa Monica — a reminder from L.A. traffic that leaving on time means you're already late. But my tensions quickly subsided when the door opened and a smiling Garrain Jones, decked out in full Herbalife paraphernalia, pulled me into a tight hug as if we were old friends before giving me a tour of his $3 million home, just steps away from the beach.
“You can't live in your car for two and a half years and not care whether you live or die, and four years later be a millionaire and part of the two percent wealthiest in the world as an African-American man by accident," he says to me before getting settled at the dining room table.
And just like that, I'm reminded that I'm not just here for an interview, I'm also here for my own breakthrough.

Growing up Garrain had an idea of what he wanted to do, and it wasn't working a typical nine to five job. He had a passion for running, something that started when his legs carried him from a walk into a full-blown dash at seven-months-old. He loved the arts, whether he was singing to himself in the mirror or sketching in his notepad. And he had this knack for giving great advice even at seven-years-old, though he wasn't quite sure at the time what that meant in regards to his future. But before he had the chance to turn those passions into paychecks, he stopped listening to his instincts, and started feeding into the idea that he needed a more stable career.
"I would hear people say, 'go get a real job,' so I'm listening to what everybody else is saying but myself," he says. "I stopped running. I stopped doing my art. I stopped singing. I stopped giving people advice, and I stopped giving. So in the act of doing all of that, now I'm just trying to do what everyone else is doing. Meanwhile, I have something on the inside of me saying, 'no, do this!'"
Like many, Jones spent his younger years conforming to an environment that didn't motivate or uplift him. His father — a drug dealer living in the 3rd ward of Houston, TX — was murdered when he was 12. His mother, taking on the role of mother and father, lacked the affection needed for her two sons. So Garrain turned to a life of petty crime — breaking into cars and houses, even doing a stint in stripping at the age of 17. The following year he found himself in a prison in France for drug smuggling with a twelve-year sentence hanging over his head. He didn't think he was getting out, but life had another plan for him.
His consulate handed him the The Power of Positive Thinking, which he studied intensely and began applying the principles to his own life. Before long, he was getting back to doing the things that he loved as a kid: running, sketching, singing, inspiring. "All of a sudden the other prisoners started running. I didn't know I was adding value, but there was nobody smoking, there was nobody stabbing each other, there was nobody fighting, so I didn't know that by doing what I love, I was bringing joy and adding value to an environment."

"I didn't know that by doing what I love, I was bringing joy and adding value to an environment."
Bringing joy to those battling their own emotional demons gave him a sense of purpose, and eventually convinced the powers that be that he was worthy of a second chance. Two years into his sentence, he was released. The drugs that he was caught smuggling turned out to be fake. "I'd seen the test," says Jones, his brown eyes wide as if still in disbelief. "“They tested it three times; I saw the paper. But all of a sudden when I'm positive — despite what was going on in my life; despite not feeling like I'm ever going to get out — I still chose positivity."
While in prison, he had made a promise to himself and to his half-brother — comedian DeRay Davis — that when he got out, he would go hard for his music. “DeRay was like, you want to do music right? So you'll have all of your bills paid for, rent free, I'll get you some clothes, food, everything paid for. Only don't come home unless you have a song."
With no connections to the industry, he got to work with hitting up producers on MySpace for records. By the end of 30 days he had enough music to make an album, and he was on his way to L.A.
It was just five years ago that Jones — who then went by “Steph" — was one of the R&B crooners next up to blow. After a chance meeting with Disturbing tha Peace (DTP) label owner, Ludacris, he secured a recording contract with the record company and began penning tracks for big artists, all while maintaining a public relationship with American Idol winner Jordin Sparks. But in private, the very thing that he thought he wanted became the source of his suffering. The contracts he signed (and didn't sign) kept him from padding his pockets, and after his departure from the label for creative differences, he was left with the car that he purchased with his advance money and $357,000 of debt.
“People thought I was doing really well, and I was good at fronting like I was doing really well. Meanwhile, I was dying on the inside. So I still had stuff going on that made it look like things were popping, and I hated my life."
As if things couldn't get any worse, he was pulled over by a cop for having a suspended license and expired registration, just steps away from the courthouse. They took his car and left him and his five white trash bags full of clothes on the side of the road, despite that he was on his way to pay for said parking tickets. "In that moment I asked, 'God, why am I here? All of these people think I'm something and I'm just lying through my teeth.'" He says as he leans forward and looks at me intently. "I was so good at making things seem like everything was all peachy, but deep down inside when nobody was around and I looked in the mirror and the truth showed up, I wasn't good."
“I was so good at making things seem like everything was all peachy, but deep down inside when nobody was around and I looked in the mirror and the truth showed up, I wasn't good."
His mom wired him the money to get his car back, and that same day someone broke into it. "I remember that night I laid down in the middle of the road, and I wished that a car would run me over," he says. "I prayed for a car to run me over."
Instead of letting suicide be the end of his story, he got up, drove to the parking lot of the Mail and More on the corner of Hollywood and La Brea, and broke down in prayer. "I'd always been focused on what I didn't want, and when you focus on what you don't want, you'll attract that in your life. And I never said exactly what I wanted, but this time I did something different."
He threw his hands in the air and screamed out animatedly the specifics of his prayer: happiness, healthiness, positivity, inspiration, and getting paid to do something he'd do for free. "Silence," he says, finishing with a dramatic pause. "I'd never cried out like I'd cried before. And I gave everything in crying out."
He didn't hear from God that day, but a week later while at the gas station he ran into a homeless guy peddling for change who said to him "change your mindset, change your life" before walking away.
It's the same words that are now artistically framed on his living room wall, and that inspired the title of his forthcoming book. "I never had a set of words stop me in my tracks. Everything I'd ever learned — all the stuff that my mom taught me and my dad taught me — it stopped everything that I'd learned in it's tracks. It interrupted my thought process and made me think, so if I do the opposite of everything that I normally do, my life will change."

He did an overhaul on his life, from his mentality to his poor decision-making with relationships. He started getting back to the things that he loved as a kid, that he was once told weren't realistic enough to pursue as a career. To this day, he believes that it's what we're taught from childhood that prevents us from living the life that we're destined for. He details, "Imagine a world full of people that are stuck in their patterns because of how they're raised — because every adult that you've come in contact with, every decision that they make and everything that they do, the way their life is played out is based on a set of decisions that they made when they were five or six-years-old that manifested in who they are today. I, in that moment, decided to break all of those agreements and do something different."

It was while exercising his mental shift that he came across Herbalife, a multi-level marketing corporation that recruits “coaches" to sell nutrition and weight loss products. It wasn't quite the answer he was looking for when he shouted his prayer in the Mail and More parking lot, but it turned out to be just what he needed to take his motivational message of positivity and empowerment — and, of course, health and fitness — to a broader audience. Suddenly, the guy who had hardly two pennies to rub together was raking it in by the thousands.
"I would attract other people that were already in my life that just wanted to live a better quality of life, those people that wanted to be a part of my business that already had all of this money in the world but they didn't have themselves. When they saw me genuinely happy, genuinely able to make a difference in my personal friends and family's lives, that was a different conversation. From there, I was able to build massive successful leaders, not just in the company, but in their communities, based off of the philosophies and principals that I would learn from what I was reading."
Today, Jones is traveling the world sharing his story of going from homeless to Herbalife, and inspiring even the youngest of listeners to not allow their childhood dreams to be deferred by their circumstances or the people in their lives.
"This is a three-year-old of someone I didn't know but I had affected. I built a relationship with a complete stranger and their entire family in Virginia," says Garrain, picking up his iPhone. He scrolls through his photo album for a minute before stopping on a video of a blond-haired little girl named Calli. "I went to visit them and stayed two weeks in Virginia, just spending time with the family and everything, and their daughter comes into my room at five in the morning, saying something that I taught her mom, so it's also affecting children."
In the video, Garrain asks Calli what she says to herself before going to bed every night. With just a moment of hesitation, she goes into her monologue. "I'm a champion. I'm a winner. I'm powerful. I'm strong…I'm a winner. I make things happen. That's what I say when I go to bed," she says, proudly twirling a finger her curls.
Garrain looks back at me with a knowing smile. "God is like, you've found your sweet spot just keep going. And I have all of these gifts that I give away." He stretches his arms out wide. "I'm stimulated everyday just from watching people change their lives. I wake up at 4:30 every single morning, and I'm just on fire for life knowing that I'm in purpose — on purpose — teaching other people how to be able to harness their gifts and their skills and give that away. It's like the most beautiful thing watching somebody transform into something that their soul has literally had the platform for since the day that they were born."
"I'm a transformation collector," he continues. "That's my thing, and for some reason God is like you get it my son, here's more. You need money to do this? Here are more opportunities; have as much money as you want. I just want to show people that they can have that if they want it."
At the end of our interview he goes into his kitchen, which looks like a personal Herbalife store, and makes me a cookies and cream shake. "Drink this," he says, placing the cup in front of me.
But after hearing his story and soaking up his words of wisdom, I'm already full.
- Six-Figure Entrepeneur Shares Best Career Advice - xoNecole: Women's Interest, Love, Wellness, Beauty ›
- Mindset Shifts To Make To Earn Six Figures - xoNecole: Women's Interest, Love, Wellness, Beauty ›
- Financial Expert Gives Money Management Tips - xoNecole ›
This Is How To Keep 'Holiday Season Stress' From Infecting Your Relationship
Hmph. Maybe it’s just me, but it seems like there is something really weird happening in the fall season air (because winter doesn’t officially begin until December 21) that cuddle season is in full swing while break-up season is as well. In fact, did you know that break-ups are so popular during the holiday season that December 11 is deemed Break-Up Day?
The reasons why relationships shift around this time vary; however, I did both roll my eyes and chuckle when I read that a very popular one is because it’s an easy way to get out of getting one’s significant other a Christmas present. SMDH.
Anyway, I personally think that the less shallow folks out here may contemplate calling things “quits” or they at least distance themselves a bit from their partner (and what I’m referring to is serious relationships) due to all of the stress and strain that oftentimes comes with the holidays whether it be financial, familial, due to their tight schedules or something else.
Listen, I would hate for you and your man to miss the fun and happiness of experiencing this time of year, all because you are so overwhelmed or irritated that you can’t really enjoy it. That’s why I have a few practical tips for how to avoid allowing the typical holiday season stress from INFECTING your relationship.
Manage Your Expectations
GiphyUnmanaged expectations. If there is a main reason why the holiday season tends to be so stress-filled for so many people, I’d bet good money that this is the cause. And when you’re in a long-term relationship, expectations can manifest themselves in all sorts of cryptic and/or unexpected ways. You might have relatives who assume that you are going to be with them for Thanksgiving or Christmas when you have other plans in mind. You might be thinking that you are going to spend one amount for presents while your man is thinking something totally different. When it comes to scheduling, your signals may be crossed.
And you know what? To all of these scenarios, this is where clear and consistent communication come in. Don’t assume anything. Don’t dictate anything either. From now until New Year’s, mutually decide to check in once a week, just to make sure that you are both on the same page as it relates to the holidays and what you both are thinking will come along with it. The less blindsided you both feel, the less stressed out you will be. Trust me on this.
Set (and Keep) a Budget
GiphyOkay, so I read that last year, 36 percent of Americans incurred some type of holiday-related debt. Hmph. Last year, there was still some sense of normalcy in this country, chile, so I can only imagine what finances are gonna look like over the next several weeks. That said, since I don’t know a lot of people who don’t find being broke stressful, make sure that you and your bae set a budget and then stick to it this year — no ifs, ands or buts.
Because really, y’all — it doesn’t make sense to deplete savings and/or max out credit cards for a few days of giggles only to be damn near losing your mind because you don’t know how to make ends meet come Dr. Martin Luther King, Jr. Day.
And by the way, this tip doesn’t just speak to things like food and gifts; I also mean travel. If it doesn’t make a ton of sense (or cents) to be all over the place this year — DON’T BE.
Keep Matthew 5:37 at the Forefront
GiphyIf off the top of your head, you don’t know what Matthew 5:37 says, no worries, here ya go: “But let your ‘Yes’ be ‘Yes,’ and your ‘No,’ ‘No.’ For whatever is more than these is from the evil one.” That verse right there? Oh, it’s a boundaries lifesaver! I say that because do you see “maybe” or “I’ll think about it” in there? Nope. LOL. It says that you should tell people “yes” or “no” and leave it at that — and that complements Anne Lamott’s quote, “’No’ is a complete sentence” impeccably well. Yeah, you’ve got to remember that anything beyond a yes or no to a request is privileged information; you don’t owe anyone details or an explanation.
Besides, if you are really honest with yourself, when someone asks you something and you give a “Umm, let me think about it” kind of reply, more times than not, you already know what your answer is going to be — so why not let you both off of the hook? Give your response. Commit to that. And let everyone (including yourself) get on with their lives and schedules.
I promise you that when it comes to those holiday parties, you are pissing more folks off by not RSVP’ing or doing so and not showing up than just saying, “Thank you but not this year” off the rip.
Remember That Your Personal Space Is Privilege Not a Right
GiphyA friend of mine recently bought a new house and invited me over to come see it. He’s a single man with no children, so as I was taking in all of the space that he had, especially as I walked through his finished basement, I joked about relatives coming to live with him. “Hell no” and “absolutely not” were pretty much his immediate responses as he went on to say that some folks even had the nerve to be offended when he told them that he had no intentions on taking DNA in.
Ain’t it wild how people think that your stuff is their right? And yes, that brings me to my next point. Your home is your sanctuary space. If you want to host folks this year — cool. If not, ALSO COOL. Please don’t let folks (family included) guilt you into how they want you to act or even into what they would do if the shoe was on the other foot. You are not them — and as one of my favorite quotes states, “If two people were exactly alike, one of them would be unnecessary.” (A man by the name Larry Dixon said that.)
Hell, my friends? They know that I am good for sending them random things that they need or even want all throughout the year. Coming over to hang out at my pace, though. Uh-uh. Chalk it up to being a card-carrying member of the ambivert club yet I like keeping my living space personal — and I sleep like a baby, each and every night, for feeling that way.
Always remember that your space, your time, your resources, your energy and shoot, yourself period (including your relationship), are all things that are your own. You get to choose how, when and why you want to share them. The holiday season is certainly no exception.
Cultivate Some “You Two Only” Traditions
GiphyIt’s not uncommon for some couples to hit me up after the holiday season to “detox.” Sometimes it’s due to the financial drama (and sometimes trauma) that they experienced. Sometimes it’s because they allowed their relatives (especially in-laws) to get more into their personal business than they should’ve. More than anything, though, it tends to be because they didn’t get enough quality time together and so ended up feeling “disconnected.”
Please don’t let that happen. Listen, I’m not even a holidays kind of woman and yet, I will absolutely sit myself down with some hot chocolate and chocolate chip cookies to enjoy a Hallmark holiday film or two. Aside from the fact that most of them are lighthearted and sweet, I also like that they usually focus on couples loving on each other amidst all of the holiday beauty and ambiance — which is something that all couples should set aside some time to do.
Maybe it’s a vacation. Maybe it’s a staycation. Or maybe it’s my personal favorite, A SEXCATION. Whether it’s for a few days, the weekend or even overnight — don’t you let the holidays go by without setting aside time for you and your man to celebrate one another. Don’t you dare (check out “Are You Ready To Have Some Very Merry 'Christmas Sex'?”).
GET. SOME. REST.
GiphyI once read that 8 out of 10 people get stressed out over the holidays and 3 out of 10 lose sleep during to it — and when you’re stress-filled and sleep-deprived, that can absolutely lead to hypersensitivity, making mountains out of molehills and even not being in the mood for sex.
Your relationship can’t afford to go through any of this, so definitely make sure to prioritize rest. I don’t care how unrealistic it might seem during this time, sleep should never be seen as a luxury; it will always and forever be a great necessity.
That said, try to get no less than six hours of shut-eye in (check out “6 Fascinating Ways Sex And Sleep Definitely Go Hand In Hand”) and even ask your bae to take a nap with you sometimes (check out “Wanna Have Some Next-Level Sex? Take A Nap, Sis.”). Not only will sleep help to restore your mind, body and spirit but, when it’s with your partner, it’s an act of intimacy that can make you both feel super connected, even in the midst of what might feel like chaos.
___
Holiday season stress is real. Still, never give it the permission or power to throw your relationship off. Put you and your man first and let the holidays be what they are gonna be, chile.
Let’s make things inbox official! Sign up for the xoNecole newsletter for love, wellness, career, and exclusive content delivered straight to your inbox.
Featured image by Shutterstock
Sergio Hudson On Designing With Intention And Who Gets Left Out Of The Industry
Sergio Hudson dreamt big as a young South Carolina boy staring out of the window of his mom’s Volvo driving down the Ridgeway, South Carolina streets. Those dreams led him to design opulent tailoring that’s been worn by Beyoncé, Queen Latifah, former Vice President Kamala Harris and Forever First Lady Michelle Obama, just to name a few.
Those dreams have come full circle in a new way as he recently collaborated with Volvo for a mini capsule collection suitable for chic and stylish moments this fall. The 40-year-old designer follows a long legacy of fashion aficionados who’ve used their innovation to push the automotive industry forward, including Virgil Abloh, Eddie Bauer, Paul Smith and Jeremy Scott.
Using the same material from the interior of the Volvo EX90, Hudson crafted a wool-blend car coat and waistbelt that combine the vehicle’s Scandinavian design with his signature tailoring and intention. The exclusive collection launched on October 20, and each piece is made-to-order by Sergio Hudson Collections.

Courtesy
In October, I traveled to Charleston with a group of journalists to get a firsthand look at Hudson and Volvo’s location. During a fitting, Hudson said his goal is to make “great work that can stand the test of time.”
“People can look back on and say, ‘I remember when Sergio did that collaboration with Volvo,’” he continued. “Thinking about aligning yourself with classic brands that speak to where you want to go. And I think that's what this collaboration kind of means to me and my business.”
Hudson pinpoints his mom as the biggest influence for his designs. This collaboration was no different.
“This particular coat reminded me of the swing coats that my mom used to wear in the early 90s. You know, diva girls in the early 90s had Sandra suits,” he said, referring to Jackée Harry’s character in 227. “My mom wore those and she would have these matching swing coats to go over them. And that's where the initial idea came. This would be around the same time that we had our Volvo. So she would put on her suit, her swing coat, get in that red Volvo, and go to church.”

Courtesy
With this capsule and beyond, Hudson wants to see more staples rotating in and out of closets this fall. He advises fashionistas to build her closet out with essentials to mix and match that aren’t just stylish but also sustainable.
“It's just those special pieces,” he said. “You can wear the same shirt and pants every day and nobody will notice. But if you have a special boot, a special coat, a special bill, a special bag, that kind of speaks to everything that your style stands about, that is something you should focus on.”
These are the same kind of staple pieces that return to our Pinterest boards and TikTok feeds season after season. Fast fashion has never been Hudson’s aim. “I'm trying to create a special pieces that can stand the test of time,” he said in his warm, Southern accent. “I'm only creating those kind of pieces from here on out.”

Courtesy
For Hudson, this collaboration is revolutionary. It’s his first time working with a car company and experimenting outside of his wheelhouse in this way.
“This is a Scandinavian brand, and, you know, it's 70 years old. I'm an African-American boy from South Carolina that has had a brand for 10 years. So I think bridging those two worlds and seeing the similarities was the beauty of this project,” he explained.
Though Hudson and his partner and CEO of Sergio Hudson Collections Inga Beckham have made massive strides in just 10 years, Hudson said the industry is far from where he wants to see it when it comes to Black representation. He pointed to how few Black designers were at this year’s Met Gala despite the theme being Black dandyism.
“The fact that I dressed 18 people speaks to how many of us weren't there,” he said. He implored more of industries, fashion and beyond, to collaborate with Black designers often.
“Allow mentorship. Allow funding. Allow great design to shine through,” he implored. “When it comes to being a designer of African descent, when you can't get the funding that your counterparts have, you can't compete. When you get opportunities like doing a collaboration with Volvo, or you get opportunities to be at the Met Gala, that's putting us on the equal playing field, but really the funding behind it is what we need to take it to that desk level.”
Featured image courtesy












