Miss Diddy On How She Hustled Her Way From Selling Insurance To The Only Woman Promoter In Hollywood
On a Sunday night when most people are turning in, HYDE Sunset is just turning up.
I walk in just shy of midnight and already the swanky nightclub is packed. Partygoers flank to the VIP sections where bottles of champagne and various liquors are popped, followed by an influx of beautiful women in taut dresses hoping to cop free libations for the night. The DJ announces the arrival of Chris Brown, just a few minutes after I spot Marlon Wayans and King Bach strolling by. Forty-five minutes in I look up from my phone just in time to lock eyes with the woman responsible for bringing the party to life. Miss Diddy rushes up to me in her six-inch heels and a tan-colored dress, pulling me by the hand as she rushes back out the door to meet with one of her many celebrity guests for the evening before escorting us to her designated section across from the DJ booth.
“It’s crazy, girl!” Miss Diddy says to me before checking her phone and dashing off again.
Though she’s known for her Rolodex of celebrity friends and clients, if you ask Miss Diddy, she’s a superstar in her own right. “Anyone knows when I walk in the room I kind of light it up,” she says. “Everything kind of gravitates to me and it’s always if they don’t know they’ll be like who is she? I’ve always had a star power.”
“Anyone knows when I walk in the room I kind of light it up. I’ve always had a star power.”
What can easily be considered cockiness is really an air of confidence. When Miss Diddy speaks, it’s with a certain assuredness that indicates that she knows who she is, and she’ll be damned if you don’t know it, too. She gets it from her mama, she tells me, a woman who could command a room as soon as she walked in the door.
Despite being a self-proclaimed shy gal, Miss Diddy says that ironically she always thrived in social environments, and soon learned to embrace her strong personality and hustler mentality that would eventually lead her to becoming Hollywood’s only female promoter. But before she could assume the role of becoming the “It Girl” of urban nightlife, she first had to figure out what it was that she was actually purposed to do. “I begged God for my purpose actually,” she says. “I begged him to release it to me. And I remember the first time I understood the importance of what I was seeking for, he told me that it was too big; I can’t show you that.”
As a kid growing up in Compton, Miss Diddy was free to explore anything that captured her interest, from hair and makeup to sewing. “In my house, we weren’t booked bashed, and it freed me to be able to really explore things that I was great at.”
But being born into a family of creatives (her dad was a musician and her great grandmother wrote songs with Mahalia Jackson), Diddy—a nickname gifted to her by her high school buddies—naturally gravitated to entertainment. During her second year of college, she found more value in street smarts than book smarts and decided to drop out in pursuit of real-world experiences. Her first taste of working in the industry came soon after when John Monopoly, former manager for Kanye West, offered her a job doing the west coast promotions for the G.O.O.D. Music label.
Miss Diddy excelled by doing what she does best—connecting people. She gathered a group of 20 beautiful women who deemed themselves as the “G.O.O.D. Girls” and took over street team marketing and promotions for the label. Simultaneously she was still working in insurance, but the money didn’t make up for her lack of fulfillment. When she had a sudden revelation that she no longer belonged with that company, she walked out of her job the same day and never looked back.
“I remember sitting in my office and he was like this is your last day here,” she discloses in an interview with Jocelyn Vega. “I started picking up stuff from my office in my office and taking it slowly down to my car that day.”
Thank to her industry connections and mentors such as Kenny Burns, she was able to transition into being a full-time promoter. “A lot of times you start as a promoter and then you go to a higher level and then you’re lucky if you’re able to get a music industry job, but I came in with a Rolodex of really great connections. I also sat under Kanye and John—guys whose vision were so crazy and phenomenal in how they view things.”
Her years of learning under her mentors paid off, and true to the Diddy moniker, she went above and beyond to make her name a staple in lifestyle marketing. While most promoters were busy being the life of the party, Miss Diddy was creating the party and married together nightlife and entertainment through star-studded events.
“I was able to look almost from a third eye and really see what was missing and what I can bring to the table because I’m a very business-minded by nature, and a lot of promoters aren’t. I don’t care about sitting here and partying and drinking. I’m not doing any of that. How do we maximize it to make the most of it? What’s going to make this party bigger? What’s going to make it greater? What’s going to make this moment last longer than Usher’s having a party? And we did it every week. It was also important for me to be able to put my artist friends in positions to win.”
"It was also important for me to be able to put my artist friends in positions to win.”
But Diddy wasn’t just satisfied with the applause, she wanted the recognition, too, and to take control of her success by being her own boss. “I was a tour manager with an artist that was a close friend of mine since I was a kid, and we parted ways and I said I never want to be in the position again where someone is able to dictate my livelihood, and I went to go start The Brand Group, and it just went crazy.”
The full-service marketing and PR firm, which currently has a staff of ten employees, solidified Diddy as a branding connoisseur, and soon she was getting calls from clients such as Russell Simmons for re-branding of All Def Comedy Live and celebrity and lifestyle brands looking to get her Midas touch.
On any given day the culture queen has her plate filled with creative meetings to overseeing event production. Having a consistent prayer life keeps her calm in the midst of the daily storms. “It takes a tough and graceful person to be in the position that I’m in. It’s not something that’s easy for anyone. You have to be very levelheaded if you want to be successful, “ Diddy says.
Of course, being the only female in a male-dominated industry isn’t easy; however, being one who can hold her own without getting caught up in the he say she say enables her to strut in her six-inch Louboutins while still getting things done. “In this business the way you’re perceived and viewed is everything,” says Diddy. “I’ve been lucky and blessed to be a very, very respected woman. And I’ve also been blessed to have great work ethic and to have results. I understood that the details don’t matter, they want results. And that’s what I was always able to provide so no one could negate my work, no one could act as if my work didn’t speak for itself, and I think that’s really what it was for me.”
"In this business the way you’re perceived and viewed is everything."
As much as she enjoys living life amongst the rich and the famous, Diddy believes that this is only just the beginning of what she is destined to do. Although she still has a goal of creating a positive impact on the same inner cities that she came from, she’s no longer putting herself on a set timeline to achieve certain goals. “By the time I was 25, I thought I would have bought my mom a Jaguar and I’d have a kid, but life happens. Life evolves, and as long as you’re on track, that’s all that matters.”
But by no means does that mean that this girl boss is going to sit idly by while pursuing a path of purpose, nor is she limiting herself to just being the only woman promoter in L.A. “I’m still a work in progress following God’s dream. Whatever God leads me to do and opens doors for, that’s what I’m going to do.”
Featured image by Prince Williams/WireImage
Reset Your Relationship: How To Start 2025 Strong With Your Partner
As the calendar turns and a new year unfolds, many of us are laser-focused on our career goals, fitness resolutions, and vision boards that outline the journey to our best selves. But amidst all the planning and self-improvement, have you made room for another important part of your life? Your relationship.
It's easy for couples to fall into a routine, going through the motions and letting their connection sit on autopilot. While comfort is natural in a long-term relationship, it’s important to remember: that what you don’t nurture, eventually fades. So, why not make 2025 the year you reset your relationship? Here’s how to start the year with a renewed bond, reigniting the spark that brought you together.
Step 1: Schedule Your Reset Meeting
The first step to hitting the reset button is a State of the Union meeting with your partner. This is your chance to take a pulse on the relationship, discuss what's working, and identify areas that need attention. It’s all about creating space to reflect, without distractions.
Grab a pen and paper (or open a shared note on your phone) and come prepared to share your top 2-3 desires for your relationship.
What do you both want to feel more of in 2025? Maybe it’s feeling more appreciated, or perhaps you want to reignite the passion you had when you first started dating. Whatever it is, get clear about it, and make sure both of you are on the same page.
This isn’t just about listing your own wants, it’s also about discussing ways to nurture each other’s needs. Relationship goals should be focused on fostering deeper intimacy, trust, and mutual respect. Use this time to check in, not only with each other but with your individual feelings and expectations. Set the foundation for a fulfilling year ahead.
Step 2: Set A Date (Or Multiple!)
Having the meeting is only the first step. Now, it’s time to take action. One of the simplest ways to breathe new life into a relationship is by reintroducing consistent, intentional time spent together. For many couples, life gets busy, and date nights fall by the wayside. But dating doesn’t stop when you say "I do"—in fact, it’s even more essential.
During your reset meeting, lock in a regular date night that works for both of your schedules. This could be a weekly dinner date or an every-other-week adventure—whatever keeps things fresh. The goal is consistency. It’s easy to push date nights aside when life gets hectic, but if you set a specific date each week or month, you’re making your relationship a priority.
If you’re unsure what to do for your date nights, don’t worry! The key is creating new experiences together. This is what sparks excitement and brings you closer as a couple. Whether it’s cooking a new recipe together, trying a dance class, or exploring a nearby town, it’s about creating shared memories that build your connection.
Step 3: Find an Accountability Partner
Just like you might have a personal trainer to help you crush your fitness goals, an accountability partner for your relationship can do wonders for keeping both of you on track. Consider hiring a marriage coach or therapist—someone who can meet you where you are and guide you in strengthening your relationship.
When selecting a professional, it’s important to choose someone who truly wants the best for your marriage and can provide actionable advice.
Don’t be afraid to set high standards for your relationship, and seek guidance on how to keep it thriving for the long haul. In your reset meeting, discuss your commitment to growth, and be honest about areas where you may need support.
Marriage isn’t a set-it-and-forget-it endeavor—it’s an ongoing process. Regular check-ins with a professional can help keep your relationship in tip-top shape and “divorce-proof” by addressing issues before they become insurmountable.
Step 4: Try Something New Together
Stale routines can easily make a relationship feel monotonous. Spice things up by trying something new! Couples that explore new activities and create new memories together have stronger, more fulfilling bonds.
My husband and I host one of the top luxury marriage retreats, A Weekend For Love, designed to help couples experience new things together. From couples' workshops to outdoor adventures, the retreat provides a platform to rediscover each other and reconnect on a deeper level.
The element of surprise can reignite your connection. It’s exciting, fresh, and shows your partner that you’re committed to growing together. This doesn’t have to be a huge commitment—it could be as simple as trying a new hobby or planning an impromptu weekend getaway.
Your Relationship Should Be A Priority
As you start the year with personal goals in mind, don’t forget the importance of nurturing your relationship. It’s easy to get caught up in work, fitness, and family obligations, but your bond with your partner deserves to be at the top of your list. Resetting your relationship offers an opportunity to reignite that spark and remind each other why you fell in love in the first place.
In 2025, make a commitment to prioritize your partnership, to nurture it daily, and to invest in its growth. Take time to celebrate each other’s victories, support one another’s dreams, and build a foundation of love and respect. When you start the year with a clear focus on your relationship, you’re setting it up for success.
So, before you start mapping out your new workout plan or work goals, do yourself a favor: put your relationship at the top of that list. Your love story deserves a fresh start, too.
Happy New Year, and here’s to a love-filled 2025!
Couples, if you are ready to do the work and invest in your relationship register for A Weekend For Love: Heart Retreat Feb 21-23, 2025.
Featured image by zamrznutitonovi/Getty Images
New year, new dating style. Courtesy of a former sugar baby.
Being a sugar baby had its (obvious) perks, but the most significant ones didn’t center around the material benefits. To date, I have a bigger appreciation for the lessons I’ve learned and applied them to my dating life.
Dating men of higher social status shortened my tolerance for a lot of things I was convinced were normal. I blamed the universe for attracting undesirable men when it was my fault for allowing undesirable behavior. An interesting dichotomy between those guys and sugar daddies was the treatment I accepted.
It was easier to put my foot down with men of opulence because their privilege meant there was no limit to meeting my desires. Plus, recognizing my own worth made them (the good ones) want to treat me with the same high regard.
I’ll admit you don’t NEED to be an SB to enhance your dating style, but that’s the path I journeyed. It taught me how to be gracefully tough on men based on the simple fact that I’m invaluable. I’ll never convince anyone to be an SB, but feel free to pick a few gems I learned that might take your 2025 dating style to the next level.
Don’t overdo it by showing gratitude.
Let’s stop praising men for the bare minimum.
Yes, it’s okay to make a man feel affirmed but don’t let those affirmations come off too intensely, especially for things that require minimal effort. Don’t tell him about your ex never opening the passenger door for you, don’t brag about him being "The One" because he texted to make sure you got home safely, and most definitely don’t offer up the cat just because he paid a $150 dinner bill (give it because you want to, not out of obligation).
To be honest, I barely even say thank you when a man finds me attractive. “You are so beautiful.” I would respond, “Aww, you’re so sweet.” When he holds the door open, I graze his arm and smile.
Showing too much excitement about the bare minimum strokes his ego and draws a ceiling, which he doesn’t feel he needs to surpass. It tells him you’re not used to regular treatment, so you’ll be grateful for anything. Why do more than necessary? I like my men reflecting at the end of our date, thinking, “What can I do to impress her?”
Don’t stop having manners, though. Just keep it simple and move on.
There’s no such thing as “dating for potential.”
Hold my hand with this one.
There comes a time when the word “potential” shouldn’t be a part of your dating vocabulary. It’s nothing more than the encouragement of false hope. He’s not flaky with time because his schedule is too busy between balancing family and work. It’s because you’re not important enough to prioritize making time for.
He’s not stingy on dates because he’s having a rough time handling all his financial responsibilities. It’s because he’d rather spend his money on things that don’t involve you.
Trust me when I say men don’t date with potential in mind. Many of them hold themselves in very high regard with an “I can do better” mindset, and so should you. There’s A LOT of weight in the saying, “If he wanted to he would.” So stay away from Mr. Shoulda Coulda Woulda because, at the end of the day, he didn’t.
*P.S. If he ever says he doesn’t deserve you, he’s not being sheepishly humble. Take his word for it and run.
Do NOT be afraid to say no.
How many times have you put yourself through something you didn’t want to do based on feeling obligated? You compromised yourself in order to please the person you’re dating because it seemed like the easier option. Let me just remind you of the old saying, “Nothing good in life comes easy.”
I like comparing men to children, not to demean them but to draw similarities. Children often like to push and see how much they can get away with until the parent says no. Once you allow them to get away with one thing, they’ll nudge the limits to see how often they can skate by.
Dating is just like this. Get comfortable giving rejection. It can be an uncomfortable concept for some, so consider saying no and following it with a light reason. For example, “Do you want to come over and watch Netflix?” “No, I don’t feel comfortable going to strangers’ houses.” If his response is anything but understanding with a Plan B, on to the next.
Those boundaries were created to protect you. Any man who respects you will respect them too.
Don’t lay all your cards on the table.
When a man asks, “So what exactly are you looking for?” The vaguest response comes to mind.
It’s a common mistake to think men (not all) ask questions for unselfish reasons. That one, especially, is basically like asking for cheat codes to a game. Describing your idea of a perfect man, dating intentions, etc. allows him to know who he needs to morph himself into in order to get what he wants. Enter love bombing, physical intimacy, delusions of potential, then ghosting.
I’ve said the below on a few first dates and wasn’t surprised by how quickly the guys weeded themselves out.
"I’ve been having fun figuring things out as time goes on. There are times when I love going out to meet new people and times when I love cuddling up on the couch. It depends on how I’m feeling.”
I just said a whole lotta nothing, leaving it up to him to decipher. It’s open-ended, which forces him to show his intentions and let things play out naturally with as little manipulation as possible.
The first date defines how he views you.
This is where all those conversations leading up to this day come into play.
The perfect first date doesn’t only have to consist of 5-star dining and lavish wine collections. Those are merely perks. The perfect first date is valued based on how much effort he put in to show he’s been listening.
You’ve been dropping subtle hints that tulips are your favorite flowers. Did he show up empty-handed? You shared your discomfort with driving to far places at night. Did he book a 9 p.m. reservation somewhere 30 minutes away? You told him about your new venture into veganism. Did he take you to his favorite steakhouse?
These aren’t small things and they’re DEFINITELY not things for you to take on as a challenge. These could be easy signs of a life full of selfishness and laziness if shrugged off by the belief you should be satisfied with him making time for you.
Will taking my advice find you a husband faster? Who knows? But, ultimately, dating isn’t supposed to be an earnest search for a man. It should be a time of personal growth while sorting through experiences to find a partner who will appreciate the valuable woman you are.
Having high standards for yourself doesn’t make you difficult or unreasonable. To the right man, it definitely won’t make you undateable. Like I said before, nothing good in life comes easy.
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Feature image by PeopleImages/ Getty Images