Ep. 100: 100 Episodes Later

For the 100th episode of I Gotta Win The Lotto, we’re celebrating the only way we know how—with laughs, debates, controversial opinions, and some absolute mess. Episode 100 brings the energy with a hilarious round of “Who’s Most Likely To,” a heated conversation about the Top 10 Black Movies of All Time, and another wild edition of Out the DM’s.

Who’s most likely to get arrested for something stupid? Who’s becoming a millionaire first? Who would accidentally expose themselves? We’re pointing fingers, defending ourselves, and explaining exactly WHY we picked each person. Expect some accusations, some disagreements, and probably a few exposed personalities along the way.

From classics to cult favorites, we’re putting together our Top 10 Black Movies of All Time and discussing the movies that shaped us, made us laugh, made us cry, and gave us some of the most memorable moments in Black cinema.

This week’s Out the DM’s gets WILD.

One listener shares the story of being best friends with someone since childhood, only for their friendship to fall apart after her boyfriend cheated on her with that same best friend. Years later, the two friends eventually reconnect and become close again.But the story doesn’t end there…..

Thank you to everyone who has listened, watched, shared, supported, appeared on the show, or simply told a friend about an episode.

100 episodes down. We’re just getting started.

🎙️ Listen. Watch. Laugh. Debate. And as always… I Gotta Win The Lotto! 💰

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Ep. 99: No Shame

This week on I Gotta Win The Lotto, we’re getting into two conversations that will definitely have people choosing sides: Is job hopping actually better than company loyalty? And more importantly… do we need to bring back shame?

First up, we’re talking about the workplace and the age-old idea of being loyal to your company. Is staying with one company for years something to be proud of, or are you potentially leaving money, better opportunities, and career growth on the table? In a world where changing jobs can mean a bigger salary, better benefits, a better title, or a healthier work-life balance, is job hopping really a bad thing?

Social media has made it easier than ever for people to put their entire lives on display, and sometimes we have to wonder: where did the embarrassment go?! From posting relationship arguments online to fighting in public, oversharing personal business, flexing money you don’t have, and repeatedly going back to the same person who has already embarrassed you—we’re asking whether some things should still come with a little bit of shame.

And of course, we’re taking things Out the DM’s with some wild stories that may have you asking whether these people need advice, therapy, a second chance… or just a little SHAME.

Tune in, join the conversation, and let us know what you think!

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Ep. 98: Enough is Enough

Another week, another episode of I Gotta Win The Lotto, and this one is packed with debates, opinions, and plenty of laughs.

This episode kicks off with the question: When is enough enough? Inspired by the “37 U” conversation, we break down where people should draw the line and whether there comes a point when enough really is enough.

We also dive into a topic that sparks heated discussions everywhere: Why do people push their relationship views onto others? Every relationship is different, yet people are quick to tell others how they should date, love, communicate, or even end a relationship. We discuss why unsolicited relationship advice is so common and whether there is really a “right” way to be in a relationship.

Of course, we couldn’t end the episode without another entertaining Out the DM’s segment. We read through another anonymous submission, shared our honest reactions, and gave our take on the situation. As always, you’ll have to decide whose side you’re on.

Whether you’re looking for laughs, different perspectives, or just something to keep you entertained, this episode has a little bit of everything. Tune in, join the conversation, and let us know your thoughts—we want to hear where you stand on these topics!

🎧 Listen now on all streaming platforms!

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Ep. 97: Friend or Foe

This week’s episode had us asking the questions that somehow turn into full-blown debates.

First up, we talked about celebrities giving their kids some of the wildest names you’ve ever heard. Are these names creative and unique, or are these kids going to spend the rest of their lives explaining themselves? We broke down some of the most unforgettable celebrity baby names and asked whether fame gives you a pass to name your child anything.

Then we tackled the ultimate question: Would you eat a dookie sandwich for $100 million? Sounds like an easy answer… until you really start thinking about it. Is there any amount of money that makes it worth it? We definitely didn’t all agree, and the conversation went completely off the rails.

Of course, we couldn’t end the episode without another Out the DM’s segment. This week’s anonymous submission was one of our wildest yet, leaving us with more questions than answers. We gave our honest opinions, debated what we’d do in the situation, and, as always, had plenty of laughs along the way.

If you’re looking for hilarious debates, unfiltered opinions, and a conversation that’ll have you arguing with your friends, this is the episode for you. Tune in to I Gotta Win The Lotto wherever you get your podcasts.

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Ep. 96: Mrs. Barry

This week, we’re joined by Charleston’s own DJ Shae Balboa for a conversation that’s equal parts entertaining and thought-provoking.

We dive into whether social media is making anxiety worse, especially in today’s always-online world. Then, we put Shae to the test with a DJ-themed “Would You Rather”: lose your headphones or your laptop just 10 minutes before a set? Her answer might surprise you.

Of course, we couldn’t end the episode without our fan-favorite Out the DM’s segment, where we react to a wild anonymous submission and share our unfiltered thoughts.

Whether you’re a music lover, a DJ, or just looking for a good laugh and real conversation, this is an episode you won’t want to miss. Tune in now on your favorite podcast platform!

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Ep. 95: Park After Dark

This week, we’re joined by rapper Donny Parks for a conversation that’s equal parts music, debate, and laughs.

We kick things off with one of hip-hop’s biggest questions: Can you really be considered the GOAT if you don’t write your own lyrics? Donny shares his perspective, and the discussion dives into what authenticity, talent, and legacy really mean in rap.

From there, we switch gears and talk about long-distance relationships—are they built to last, or are they setting people up for heartbreak? We break down trust, communication, and whether love can really survive the miles.

To wrap things up, Donny takes on our Rapid Fire Questions, where the answers come quick, the reactions are even quicker, and you get to see a different side of our guest.

Tune in now and join the conversation. Don’t forget to like, comment, and let us know where you stand on this week’s debates!

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 rather open for J. Cole, Kendrick Lamar, or Drake? Each opportunity comes with a different audience, career impact, and vibe, so we break down which one we’d choose and why.

Of course, we couldn’t end the episode without another unforgettable Out the DM’s segment. This week’s anonymous submission is full of twists, drama, and plenty of laughs, making it one of our wildest stories yet.

Tap in for great conversation, plenty of laughs, and real opinions. Stream the latest episode of I Gotta Win The Lotto wherever you get your podcasts!

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 down whether people are overreacting or if today’s online culture is just holding everyone more accountable.

Then it’s time for our Would You Rather segment: Would you give up social media for an entire year or your phone for one month? It sounds like an easy choice… until you really think about everything your phone does. Which would you choose?

And of course, we’re wrapping things up with everyone’s favorite segment—Out the DM’s! We read anonymous messages, react in real time, and give our honest (and sometimes hilarious) takes on the situations people are dealing with.

This episode is packed with entertaining debates, relatable moments, and plenty of laughs thanks to our amazing guest, The Essence of It. Whether you’re listening on your commute, at the gym, or just relaxing at home, this is one episode you don’t want to miss.

Tune in now, and don’t forget to subscribe, leave a review, and share the podcast with someone who loves good conversation!

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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 might surprise you, and the debate gets real when we break down which one actually saves you more money.

And of course, we couldn’t leave without another hilarious and entertaining edition of Out the DM’s, where we react to messages and stories sent in by listeners.

Tune in for laughs, hot takes, and conversations that’ll have you talking long after the episode ends!

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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 honest opinions.

Then it’s time for a classic Would You Rather. Would you rather have to shout every time you talk or whisper every time you talk for the rest of your life? It sounds simple until you really start thinking about it.

And of course, we close things out with everyone’s favorite segment, Out the DM’s, where we react to messages, stories, and situations sent in by listeners. As always, expect laughs, questionable decisions, and plenty of opinions.

Tune in now and join the conversation. You never know what topic is coming next on I Gotta Win The Lotto!

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