
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.
Photo Credit: Kiah McBride
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."
Photo Credit: Kiah McBride
"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."
Photo Credit: Kiah McBride
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."
Photo Credit: Kiah McBride
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.
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'He Said, She Said': Love Stories Put To The Test At A Weekend For Love
At the A Weekend For Love retreat, we sat down with four couples to explore their love stories in a playful but revealing way with #HeSaidSheSaid. From first encounters to life-changing moments, we tested their memories to see if their versions of events aligned—because, as they say, every story has three sides: his, hers, and the truth.
Do these couples remember their love stories the same way? Press play to find out.
Episode 1: Indira & Desmond – Love Across the Miles
They say distance makes the heart grow fonder, but for Indira & Desmond, love made it stronger. Every mile apart deepened their bond, reinforcing the unshakable foundation of their relationship. From their first "I love you" to the moment they knew they had found home in each other, their journey is a beautiful testament to the endurance of true love.
Episode 2: Jay & Tia – A Love Story Straight Out of a Rom-Com
If Hollywood is looking for its next Black love story, they need to take notes from Jay & Tia. Their journey—from an awkward first date to navigating careers, parenthood, and personal growth—proves that love is not just about romance but also resilience. Their story is full of laughter, challenges, and, most importantly, a love that stands the test of time.
Episode 3: Larencia & Mykel – Through the Highs and Lows
A date night with police helicopters overhead? Now that’s a story! Larencia & Mykel have faced unexpected surprises, major life changes, and 14 years of choosing each other every single day. But after all this time, do they actually remember things the same way? Their episode is sure to bring some eye-opening revelations and a lot of laughs.
Episode 4: Soy & Osei – A Love Aligned in Purpose
From a chance meeting at the front door to 15 years of unwavering love, faith, and growth, Soy & Osei prove that when two souls are aligned in love and purpose, nothing can shake their foundation. Their journey is a powerful reminder that true love is built on mutual support, shared values, and a deep connection that only strengthens with time.
Each of these couples has a unique and inspiring story to tell, but do their memories match up? Watch #HeSaidSheSaid to find out!
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Your April 2025 Horoscopes Are All About Softening Into Love & Speaking Your Truth
April is a month to slow down and to fully grasp what has been. The month starts in fiery Aries Season, but we are also in the thick of Retrograde Season as we begin the month as well. Thankfully, Mercury finally goes direct on April 7, after being retrograde mid-March, and communication matters are clearing up. This is a month of mental clarity, a fresh start, and not being afraid to dream a little bigger.
On April 12, there is a Full Moon in Libra, and this Full Moon brings relationship and financial matters full circle. This is the time to let go of what doesn’t make you feel balanced or in harmony and to create space for more peace to enter your life. Venus goes direct in Pisces on the same day, after being retrograde since March 1, and love is healing. With Venus now direct, there are more opportunities for commitment and longevity in love, and there is overall a greater feeling of romance, receptivity, and compassion in the air now.
Mercury enters Aries from April 16 until May 10, and what you were trying to see through or understand better while Mercury was retrograde here last month, you are experiencing a breakthrough now. Mercury in Aries is insightful and courageous, and people are more likely to speak their minds and initiate conversation with this energy. Mars then enters Leo from April 18 until June 17, reminding us that sometimes it’s okay to be a little more selfish and to focus on what you need right now. Mars in Leo brings forth confidence, creativity, and passion, and brings an exciting energy to charge of your life and advocate for yourself.
Taurus Season officially begins on April 19, bringing some earth sign energy into the mix, grounding and nurturing what you are creating in your life right now. On April 27, we have a New Moon in Taurus, and this is an abundant and fruitful New Moon. This is one of the best New Moons of the year for you to set your intentions for your financial world and a time for seeing new opportunities for abundance. On the last day of the month, Venus moves into Aries until June 6th, and love requires a little more passion, independence, and excitement during this time.
Overall, April is a month of feeling things through, taking more intuitive risks, investing in yourself, and balancing your needs with the needs of your relationships.
Read for your sun and rising sign below to see what April has in store for you.
ARIES
April is your month to shine, Aries. With the chaos of March now over, you are starting to see the progress of where life is and how everything has turned out even better than you were expecting. The month begins with the Sun in your 1st house of self, and you are feeling more confident, courageous, and in tune with yourself. With a Full Moon in your sister sign on April 12, relationships are also coming full circle for you now, and you are claiming your peace this month.
Mercury finally goes direct on April 7 and then enters your sign from April 16 to May 10, and this is going to clear up any miscommunications that you have been through. With Mercury now in your sign, your conversations are lively, your mind is inspiring, and you are thinking one step ahead. Before the month ends, Venus enters your sign from April 30 to June 6, and love is also moving forward for you now. Overall, this is a month where you are experiencing some happy outcomes and loyal support.
TAURUS
April is a month of passion and purpose, Taurus. You are living in your abundance, and are focused on valuing yourself and the things you are bringing to fruition right now. Venus, your ruling planet, goes direct on March 12 after being retrograde in your financial house since March 1, and you are moving into the month experiencing more opportunities and also feeling more respected in what you are accumulating for yourself and standing your ground on.
Taurus Season officially begins on April 19, and it’s all about you right now. This Taurus Season is smoothing things out for you in love, with new relationship developments unfolding and life flourishing for you. The New Moon this month is in your sign on April 27, it’s time for a new beginning. You are truly embracing your strength in April, making things happen for yourself, and no longer doubting your future and what is possible for you.
GEMINI
This month is all about the options becoming available to you now, Gemini. With your ruling planet Mercury going direct at the beginning of the month on April 7, you no longer feel as held back or out of place as you may have in the past weeks. With Mercury now direct, your thinking is clearer, and you are seeing the opportunities in your career and professional world that you may have missed before.
The more you can embrace your authenticity, the less time you will spend doubting how others perceive you, remember that this month.
On April 12, there is a Full Moon in Libra, highlighting the romance in your life and bringing forth understanding and compassion within your close relationships. You are letting go of old attachments or self-doubts that haven’t been serving your love life, and are growing closer to your own heart in the process. Before April comes to an end, Mars enters your 3rd house of communication, and you are overall leaving the month focused on your progress, your vision, and taking up space because you deserve to.
CANCER
This month is all about balancing your time and energy wisely, Cancer. You are being reminded not to overwork or overwhelm yourself in April, and to focus on doing the things that are within your control right now. The Sun is in your 10th house of career for most of the month so you are feeling really passionate about the things you are developing in your life right now, but it’s all about finding the right balance between your personal goals and your needs in your relationships as well.
The Full Moon in Libra on April 12 will be a time to devote your energy to self-care, close loved ones, and overall getting some time to decompress. You are ready to let go of the things that don’t make you feel safe or nurtured and are receiving an emotional renewal right now. The New Moon in Taurus at the end of the month is a time to focus on your intentions on your community, friendships, and aspirations in life, and to pay attention to where you can create more abundance here.
LEO
Things are turning around for you for the better, Leo. April is a dynamic month, and you are owning your inner alchemist. With a Full Moon in your 3rd house of communication on April 12, you are getting the messages you have been looking for and the mental clarity you have found is bringing closure to some of your close relationships. This month is about being flexible and trusting the changes that are happening for you right now.
On April 18, Mars enters your sign until June 17, and this is huge for you. You began the year with Mars retrograde in your sign, so you are getting the opportunity now, to rewrite some of the things that weren’t working for you at the beginning of the year. You are overcoming previous obstacles, and experiencing a breakthrough in your life this month. Before April ends, there is a New Moon in Taurus, highlighting your career, reputation, and professional life. This is a good New Moon to set your intentions for what goals you want to come to fruition for you now.
VIRGO
This month is all about building new foundations in your life, Virgo. You are feeling more supported and in tune with your own inner needs and interests, and it’s bringing you closer to people and systems that resonate. Your ruling planet Mercury goes direct this month on April 7 after being retrograde for the past few weeks; bringing more clarity, understanding, and compassion to your partnerships in life. You are focused on love this month and are working together with others to make your dreams come true.
Mid-month, Mars moves into your 12th house of closure and endings, and there is a journey of healing that you experience until June 17. You are motivated to understand yourself better and are looking at the past more right now in order to do so. This is a month of recovering and healing from what has been, for new foundations to be built upon. The New Moon on April 27 is a beautiful way to end the month, as you are getting glimpses of a new, abundant, adventure that is ahead of you.
LIBRA
This is a big month of closure for you, Libra. The Sun is in your 7th house of love for most of April, and your heart is in the right place. With Venus, your ruling planet, going direct on April 12 after being retrograde since March 1, you are finally able to take a breath. You are not experiencing as many obstacles when it comes to communication matters and you are feeling like you have the tools you need to move forward right now.
The Full Moon of the month is in your sign on April 12, and you are ready to let go of what isn’t working for you. You have been through a lot recently and have gained the clarity you need to let go of old attachments. Venus moves into your house of love before the month ends, and you are leaving the month feeling more in tune with where things are moving forward for you, rather than what you are leaving behind. Your heart moves through a journey in April, and your emotions are showing you a lot.
SCORPIO
April is a month of success, progress, and dreams coming to fruition, Scorpio. You are focused on your health, your priorities, and creating space for the new beginnings that you are creating in your life right now. The Full Moon mid-month is a big closure moment for you, and you are owning the fact that you have healed and you are no longer the same person you were in the past. This is a month of stepping into your power and feeling supported in doing so.
Mid-month, Mars enters your 10th house of career and public life and you are shining within your purpose. Over the next month and a half, you are going to be gaining some new opportunities that will be serving your professional life and goals. This is the month to show up and to let your skills, talents, and authenticity shine. On April 17, there is a New Moon in your opposite sign, Taurus, and you are leaving the month with some pleasant surprises in store for you in love as well.
SAGITTARIUS
April is a new beginning for you, Sagittarius. You are focused on putting the action and effort behind your goals, and you are being proactive within the opportunities that you are looking for right now. With a Full Moon in your 11th house of aspirations mid-month, you are letting go of the way you thought things would play out for you and are owning a more abundant version of things.
On April 27, there is a New Moon in Taurus, which will be highlighting your health and what your body needs more of right now. This is a New Moon to set your intentions for your everyday life and to create a new, beneficial routine that will make things easier for you at the end of the day. Before the month ends, Venus enters your 9th house of adventure, and you are leaving the month with your sights set high. Travel plans are likely, and this is a good time to create some new plans for yourself.
CAPRICORN
April is about putting one step in front of the other with patience and dedication and trusting the decisions you are making for yourself right now, Capricorn. The Sun is in your 4th house for most of the month, and you are yearning for your safe spaces, comfort foods, and loyal people. Giving yourself more time to decompress, take care of yourself, and ground your energy is essential this month.
Mars enters your 8th house of transformation mid-month and will be fueling your need for some change, excitement, and emotional rejuvenation over the next month and a half. You are entering an impactful moment of the year for you, and you are motivated toward change right now. The New Moon at the end of the month is in a fellow earth sign, highlighting the romantic new beginnings you are entering now. Overall, this month is a process, and you are opening new doors while finding gratitude in what is here for you now.
AQUARIUS
April is about giving yourself time to process, accept, and gain a new perspective, Aquarius. You are being guided towards friendship, connection, and community, and are understanding what may be creating the discord in your life that has been distancing you from that. The Full Moon this month is happening in Libra on April 12, and you are ready to let go of feeling like you have to do it all at once or all alone. This month is a reminder to take your time with all the experiences you want to have, trusting that they will come to fruition for you.
Mars enters your house of love and partnership on April 18, and you enter a passionate and steamy time. Romance is in the air for you as you move through the month, and you are spending more of your time with those who you want to move forward with. Venus also moves into a relationship area of your chart before April ends, and you are surrounded by love and community. Overall, this month is showing you that you are not alone and you don’t have to go through the heavy stuff alone either.
PISCES
This is a month where your heart is shining, and you are feeling in tune with the progress you have made in your life and within your relationships, Pisces. You are owning your value, your worth, and the beauty of who you are, and are ready to leave the past behind. With Mercury and Venus both going direct in Pisces this month after being retrograde in your sign for the past few weeks, you are in a better space than you have been, and there are fewer obstacles and miscommunications in your life.
You have been through a journey of understanding yourself better through your goals, perspectives, and interests, and have been committing yourself to your authenticity. On April 27, there is a New Moon in Taurus happening, and this New Moon is a good time for communication matters, getting your message across, and for your creative pursuits. With the clarity you feel within your mind and heart right now, you are making a lot of progress in April and feeling pleased with where life is headed.
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