I Gotta Win the Lotto

I Gotta Win the Lotto

Tune in for entertaining, insightful, and relatable conversations with everyday people✌🏾

Episodes

July 5, 2026 79 mins

Ep. 94: They Got Roaches

This week on I Gotta Win The Lotto, we’re joined by special guest J Milla, an artist with a smooth, soulful sound and a unique perspective on today’s rap game.

We kick things off by revisiting some of the most questionable rap lyrics from the ‘80s to today. Some bars didn’t age well, while others leave us wondering what the artist was thinking.

Then we debate a tough choice: Would you ...

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Ep. 93: I Can’t Walk

This week on I Gotta Win The Lotto, we’re joined by the one and only The Essence of It for an episode full of laughs, unfiltered opinions, and conversations you won’t want to miss!

We kick things off by asking a question that’s taking over the internet: Have people become too sensitive online? From social media arguments to public backlash and everything in between, we’re breaking do...

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June 21, 2026 52 mins

Ep. 92: Act Your Age

New Episode Alert: You’re Too Old For That?! 🤔🎙️

This week on I Gotta Win The Lotto, we’re diving into the age-old question: Are you ever too old for certain things? From streaming and social media trends to everyday habits, we debate where the line should be drawn—or if there should even be one.

We also tackle a tough Would You Rather: Free groceries for life or free gas for life? The answers ...

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June 14, 2026 70 mins

Ep. 91: Breadcrumb Bandit

This week on I Gotta Win The Lotto, we’re diving into another round of hilarious debates, hot takes, and wild stories!

First, we tackle a relationship question that gets people heated: Which is worse—ghosting someone or breadcrumbing them? Is it better to disappear completely, or keep someone hanging on with just enough attention to keep them interested? We break down both sides and share our hon...

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June 7, 2026 58 mins

Ep. 90: Playing With My Emotions

This week, we’re diving into some conversations that are guaranteed to get people talking.

First, we’re discussing the trend of people playing with emotions in relationships and situationships. Is it fear of commitment, selfishness, or just a lack of communication? We break down why so many people seem comfortable keeping others in emotional limbo.

Then we tackle a tough “Would You Ra...

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May 31, 2026 54 mins

Ep. 89: Who Made You a Psychologist???

This week's episode of I Gotta Win The Lotto is packed with conversations that had us laughing, debating, and asking some tough questions.

First, we tackle the age-old saying: "Respect your elders." But what happens when an elder is being disrespectful to you? Does age automatically earn respect, or should respect be a two-way street? We discuss where the line should be drawn and whether younger...

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May 24, 2026 76 mins

Ep. 88: Just Sellin It

This week on I Gotta Win The Lotto, we’re diving into conversations that are messy, hilarious, and a little too real. From artificial intelligence taking catfishing to a whole new level, to debating how far people should go for their partner financially, this episode is guaranteed to have everybody arguing in the group chat.

First up — is AI bringing catfish culture back stronger than ever? Between...

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May 17, 2026 65 mins

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...

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May 10, 2026 64 mins

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. ...

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May 3, 2026 66 mins

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...

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April 19, 2026 77 mins

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 ...

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April 12, 2026 85 mins

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&md...

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April 5, 2026 62 mins

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 re...

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March 29, 2026 65 mins

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&rs...

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March 22, 2026 60 mins

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 grindin...

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March 15, 2026 46 mins

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 earl...

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March 8, 2026 51 mins

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 s...

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March 1, 2026 59 mins

Ep.77: Absolutely Not

This week on I Gotta Win the Lotto, we said what needed to be said… and asked the questions everybody’s low-key scared to ask.

From holding your people accountable (yes, even your mama 👀), to whether aliens are clocking us from outer space, to our obsession with true crime — this episode is layered, unfiltered, and just a little chaotic in the best way.

First up: holding friends and family acc...

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February 15, 2026 58 mins

Ep. 76: Love, Limits & Letting Go

Valentine’s Day is supposed to be soft launches, roses, and overpriced prefix menus… but over here at I Gotta Win the Lotto, we had to talk about the stuff nobody puts on a Hallmark card.

💬 Can You Really Be Friends With Your Ex?

Let’s start with the question that divides group chats every single time.Are you actually friends… or are you emotionally recycling? Sometimes ...

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February 8, 2026 40 mins

Ep. 75: Black Love

For this Black History Month episode of I Gotta Win the Lotto, we skipped the textbook recap and leaned into the conversations we’re actually having. The ones that show up at family cookouts, in group chats, and definitely at work. We got into colorism, Black love, and code switching in the workforce—three topics that live at the intersection of history, culture, and everyday life.

Colorism isn’t ...

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