Ep. 87: Too Old For That 

New episode of I Gotta Win The Lotto dropping this week and somehow the conversations keep getting more unhinged 😂🎰

This episode starts with a discussion that really shouldn’t still exist in 2026… expose pages. We had to ask the question: why are grown adults still making anonymous pages dedicated to tracking people’s business like it’s a full-time investigative career? At what age do you retire from internet messiness? Some people clearly never got the memo.

Then we get into one of the hardest “Would You Rather” debates we’ve had so far:
Free flights for life or free food forever?

Are you taking unlimited vacations and seeing the world whenever you want, or are you securing free meals for the rest of your life and never stressing over a dinner bill again?

And of course we had to tap into the Out The DM’s topic of the week because the submissions lately have been absolutely ridiculous. Y’all are either living in a reality show or making the worst decisions possible, and honestly we appreciate the content.

As always, expect laughs, hot takes, side quests, and conversations that probably should’ve stayed off the mic. Tap into the new episode this week and join the chaos🎙️🎰

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Ep. 86: All In For No Reason

I Gotta Win The Lotto – New Episode This Week 🎰🎙️

This week on I Gotta Win The Lotto, the crew got into one of the most debated questions in music right now: can you really separate the art from the artist? We talked about whether great music should still be supported when the artist behind it gets “cancelled,” and how hard it is to stop listening when the songs are still in rotation. Safe to say… opinions were flying all episode long.

We also asked the question everybody keeps debating online — are music festivals even worth it anymore? Between overpriced food, crazy ticket prices, chaotic crowds, and phones getting stolen every five minutes, we had to figure out if the experience still matches the hype. Of course, we also talked about the moments that still make festivals unforgettable.

Then we had to address JB’s growing gambling addiction 😂. Whether it’s prize picks, casino apps, or convincing himself “one more bet” is the winning one, things might be getting out of hand. The intervention might be coming soon.

And to close things out, we brought back another wild Out the DM’s segment. Y’all continue to send the craziest anonymous stories, and this week’s submission definitely had us questioning people’s decision-making skills. As always, names stay anonymous, but the stories are too good not to discuss.

New episode out now — tap in, laugh with us, argue with us, and send in your stories for the next Out the DM’s! 🎧

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Ep. 85: Supporting Bad Decisions

This week’s episode was one of those conversations that starts off funny but gets real real quick.

We kicked things off by breaking down the difference between supporting vs enabling your friends—and let’s just say… not everybody is as supportive as they think they are. We talked about how true support isn’t always agreeing or hyping your friends up. Sometimes it’s calling them out, holding them accountable, and being honest even when it’s uncomfortable. Because at the end of the day, are you helping your friend grow… or just helping them stay stuck?

Then we switched gears into our craziest job and work experiences, and this part? Pure chaos. From wild customers to questionable management decisions, we shared stories that really make you wonder how some workplaces are even functioning. We talked about those moments that make you want to quit on the spot, coworkers that test your patience, and jobs that expect CEO energy on a barely-above-minimum-wage paycheck.

To wrap it all up, we ended with our Out the DM’s segment—where y’all always come through with the wildest, most unexpected stories. From messy situations to moments that had us questioning everything, this segment never disappoints.

Overall, this episode is a perfect mix of real talk, storytelling, and laughs. Tap in, because whether it’s friendships or work life, we covered it all.

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Ep. 84: Out The DM’s

This week’s episode is easily one of our funniest yet—nonstop laughs with a little real talk mixed in.

We kick things off by getting into what it really means for Black people to support each other while also holding each other accountable. It’s not always easy, but we talked about why both matter and how honesty can actually strengthen the community.

Then we switch it up and get into our favorite TV shows and movies—the ones we can watch over and over again, quote word for word, and still argue about like it’s a fresh debate.

And somehow… we end up asking the wildest question: would you take a billion dollars if you knew you only had 24 hours left to live? Let’s just say the answers, logic, and reactions had us crying laughing.

This episode is the perfect mix of meaningful conversation and pure comedy. Tap in—you’re definitely going to laugh with us on this one.😂🎥

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Ep. 83: We Messed Up BAD

WE REALLY RECORDED A WHOLE HOUR AND A HALF… FOR A SILENT FILM 😭🎬

Nah fr… we sat down, locked in, had stories, laughs, debates, LIFE LESSONS… just for the mic to say: “I’m just here for decoration.” 🎤 Whole time we thought we was poddin’… turns out we was just starring in the next episode of “So You Think You Recorded” 🤦🏽‍♀️

But listen—this right here is part of the journey. Ain’t no skips, ain’t no shortcuts. You either win or you LEARN… and today we learned:  

👉 ALWAYS CHECK YOUR AUDIO 😭

We could’ve scrapped it… acted like it never happened… but that’s not how we move. We still showing up. We still dropping content. We still building.

Because it’s not about being perfect—it’s about being CONSISTENT.

So yeah… enjoy this exclusive behind-the-scenes silent masterpiece 😂  

Tap in, watch the vibes, read the room (literally), and laugh with us not at us… okay maybe a little at us 🤣

And don’t worry—we running it BACK the right way real soon 🎙️🔥

Ep. 82: From Transfers to the Draft

This episode of I Gotta Win the Lotto is all about the grind behind the dream. We sat down with Darryle Ware, a draft prospect who took the long road—playing at University of South Carolina, East Texas A&M, and The Citadel, and more—proving that success isn’t always a straight path. From transferring schools to intense draft prep, he broke down what it really takes to stay ready when everything keeps changing.

We tied it back to the show—asking if getting drafted is the “win,” or just the beginning. From first checks to financial mindset, we got honest answers about money, lifestyle, and what success actually looks like beyond the spotlight. Because let’s be honest… everybody says they investing…but somebody definitely buying something they don’t need 😭

This episode isn’t just about football—it’s about betting on yourself when nothing is guaranteed.No shortcuts. No perfect path. Just consistency, resilience, and staying ready when your moment comes.

We closed on one question:

What does hearing your name on draft night mean to you?

🎧 Watch/Listen to the full episode now

🎬 Clips dropping soon—because yeah… we got some moments in this one 😭🔥

Sponsors:

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Ep. 81: Sh*ting On The Job

This week’s episode is straight chaos in the best way 😂 We’re talking loyalty tests, workplace struggles, and how somehow… kids have become the parents.

First up — you’re out in public and catch your friend’s partner cheating. Not rumors, not hearsay… you saw it with your own eyes 👀 Now what? Do you call your friend immediately? Do you gather evidence like it’s an episode of First 48? Or do you mind your business and stay out of it?

Then we get into a wild one — can you really get fired for using the bathroom at work? 😭 One bad moment, one wrong timing, and now you’re unemployed?? We talk about workplace horror stories, what jobs expect from you, and how sometimes life just be LIFE-ing at the worst possible time.

And finally, let’s talk about how kids are out here raising their parents… especially when it comes to technology and common sense 📱 From explaining how to copy and paste for the 10th time to fixing WiFi like you work for IT, when did we become the “adults” in the situation?? It’s funny… but also a little too real.

As always, we’re keeping it honest, hilarious, and a little unhinged. This episode will have you questioning your morals, your job security, and your patience all at once 😭

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Ep. 80: No Deal, No Luck—Just Pressure

This week on I Gotta Win the Lotto, we tapped in with rising rap artist Booda B, and let’s just say…this wasn’t your average music interview. This was real-life pressure, real sacrifices, and real confidence—all wrapped in a conversation that proves you don’t need luck when you bet on yourself.

Of course, we added a little spice too from dating while grinding to how we feel about our ex’s. And you already know the Would You Rather segment brought the chaos.

When asked what keeps him going, even when things slow down, his answer hit different. Because anybody can dream—but not everybody is built to keep going when it gets hard.

🎧 Tap in with Booda B and catch the full episode now.

Ep. 79: Big and Grown At SpringBreak 

The latest episode of I Gotta Win the Lotto is packed with the kind of conversations that start as jokes and somehow turn into real debates. 

First up: grown adults going to Spring Break. Is there an age where you should retire from the wild beach parties and neon wristbands, or is fun supposed to have an expiration date? Some people think once you’re past your early 20s it’s time to leave Spring Break for the college crowd. Others say if you’re paying your bills and minding your business, you can take shots on a beach at any age. The real question is: are you partying… or supervising the party?

Then things get awkward with a wild “would you rather” question: would you rather accidentally send nudes to your boss or to the family group chat? Either way your life changes instantly. Sending them to your boss might have HR calling you before you even finish panicking. Sending them to the family chat? Thanksgiving might never be the same again. It’s one of those lose-lose scenarios that somehow still turns into a hilarious debate.

Finally, we get into dating age gaps. How big is too big? Some people swear age is just a number as long as everyone’s an adult, while others think certain gaps create completely different life stages and priorities. Is it about maturity, life experience, or just what people feel comfortable with?

🎧 Tune in to the newest episode of I Gotta Win the Lotto and join the debate.

Sponsors: 

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Ep. 78: Do Not Disturb

The newest episode of I Gotta Win the Lotto is full of wild questions and real talk. We kick things off with a debate that might divide families: Would you slap your parent for $100K? It sounds crazy, but it raises a bigger conversation about money and boundaries.

Next, we get into the drama of side chicks wanting recognition and why some people feel entitled to a spotlight in relationships that were meant to stay on the low.

We also talk about closing one era of life and stepping into a new one—letting go of old habits, relationships, and mindsets to grow into the next version of yourself.

It’s funny, messy, and real—just how we like it on I Gotta Win the Lotto. 🎙️