Ep. 100 - Return Of Superman (feat. Terrell Woods)

Ep. 102 - Breakups & Biopics

This episode is PACKED. The Wolves dive into the viral breakup chaos between Megan Thee Stallion & Klay Thompson and Cardi B & Stefon Diggs, and what these high‑profile splits say about modern relationships and public perception.Then we shift gears into the entertainment world as we break down the new Michael biopic — what we expected, what surprised us, and how it connects to past conversations we’ve had about Michael Jackson’s life, legacy, and choices.From there, we get into real‑life debates:• Is risking dangerous weather to go into the office “being a team player,” or is remote work the smarter move• Would you trade potential water contamination for jobs and higher property values — the real tension behind the Eagle Creek pipeline discussionAnd as a bonus:We actually went to see the Michael movie — and our full review is at the end of the episode.Tap in, drop your thoughts in the comments, and don’t forget to subscribe for more Wolves of Naptown conversations.

Ep. 101 - The Art Of Music (feat. Andrew Hunt)

The long‑awaited conversation with Andrew Hunt is finally here — and this episode is packed. The Wolves sit down with the multi‑talented creator, media mogul, and founder of Numbers Media Group to break down his journey through music, entertainment, and the evolution of his platform. Andrew also gives us an inside look at the Art in the Park Festival, his vision for Indianapolis creatives, and where he plans to take his brand next. Starship Wes and Andrew take a trip down memory lane, revisiting their high school days, early music grind, and the moments that shaped their creative paths. Meanwhile, Bosslady sparks a hilarious debate about why she thinks Township schools are “preppy schools,” and the crew does not let that slide. Then we dive into two major Wolves‑style scenario questions: “Your best friend confesses they committed a serious crime to protect their child and begs you to be their alibi. Are you lying for them or telling the truth?” and “If you became famous and your partner wanted to publicly display intimate pieces of your life in a museum, are you allowing it or protecting your privacy?” Tap in for real conversations, creative inspiration, Indy culture, and the classic Wolves of Naptown energy you already know.

Ep. 100 - Return Of Superman (feat. Terrell Woods)

The Wolves of Naptown celebrate a major milestone — 100 episodes — with the long‑awaited return of one of our original hosts, comedian Terrell Woods, a.k.a. Super Booker T. In this special episode, Terrell finally meets Boss Lady and opens up about life after leaving the show, including an unexpected health battle, a powerful comeback, and his renewed love for comedy and ComedySportz. He breaks down what it means to be a career comedian, reflects on being inducted into the ComedySportz Hall of Fame, and brings back the fan‑favorite segment he created: The Petty Segment. We also dive into a wild scenario: If your life was on the line and your partner had to perform “favors” on someone else to save you… would you appreciate the sacrifice or be disgusted by it? The Wolves don’t hold back. Thank you to everyone who has supported us over the years. Tap in on YouTube as we celebrate 100 episodes of culture, comedy, and Naptown storytelling.

Ep. 099 - Missing In Action (feat. ESPN Nea)

One of the best rap artists in Indiana and the entire Midwest steps into the Wolves Den — ESPN Nea is officially in the building. In this episode, Nea gives us a raw, passionate, and deeply introspective look into her journey as an artist trying to find real, genuine support in Indianapolis. She talks about the highs, the heartbreaks, and the pressure of carrying her city on her back while staying true to her craft. Nea also breaks down her upcoming projects, the evolution of her sound, and even hints at a possible name change that could mark a whole new chapter in her career. Then we hit a heavy relationship question that had the whole room thinking: 👉 If you’ve been dating someone for a year and they reveal they have a child — and hid it because they didn’t want to scare you off — is the relationship over Tap in and let us know how YOU would handle it. This episode is full of honesty, artistry, Midwest energy, and the kind of conversation you only get from Wolves of Naptown. 🔥 Subscribe to Wolves of Naptown on YouTube and never miss the greats coming out of Indiana and the Midwest.

Ep. 098 - Your Ex Becomes a Billionaire - Do You Spin the Block?

The Wolves are back and the petty is premium. Your ex becomes a billionaire and wants you back — what’s your move? Is it petty to delete family who follow your page but never support? Why would Cardi B pick Stefon Diggs to have a baby with? And what do you do if your partner asks for a “one‑time pass” to sleep with someone New episode is live now. Tap in, comment your take, and hit that Subscribe button.