As the podcast reaches the ever-elusive Episode 100, DJXP kicks off the landmark moment by playing OShauN’s new record “SGA” with no warning or context to get a live reaction from Trivelle. After some quick banter about OShauN putting together new music for his next project, XP asks how everyone feels about crossing the 100-episode milestone while sharing his own thoughts.

As the conversation expands, the group discusses how loving what you do in the podcast space is essential for sustainability, breaking through the noise of countless platforms, and eventually reaching the financial spaces that successful IP can occupy. When XP asks if everyone genuinely enjoys the process, Trivelle pushes back, arguing that passion alone is not sufficient or realistic in a capitalist society. He believes any venture seeking long-term staying power must be financially viable.

Examples come up around his departure from music, which led to personal financial success, while XP contends that Trivelle exited prematurely because he did not love it enough. After an exchange where Trivelle asserts that money is the ultimate marker of success in creative ventures, regardless of passion-driven wishful thinking, OShauN offers an alternative perspective, focusing on the necessity of loving the craft regardless of outcome. This leads into a broader discussion about whether love for creativity can even be measured, and whether talent itself is measurable.

The conversation then segues into the Diddy documentary. While only two of the three hosts watched all four episodes, they share commentary on key moments before shifting to Shedeur Sanders of the Cleveland Browns, his recent performance, and the destinations that could best position him to continue dominating.

Trivelle asks the group to reflect on their biggest music moments and takeaways from the year, along with who they consider Hip Hop’s MVP, with XP’s choice shocking the group. Favorite albums, top TV series, Netflix’s pending acquisition of Warner Bros., and other major film moments are discussed, alongside thoughts on 2026 releases and the rapid integration of AI into social media and consumer tech. The episode closes with DJXP asking OShauN why he wrote a song inspired by Shai Gilgeous-Alexander.

Episode 99 opens with Trivelle steering the conversation back to the podcast’s early, more provocative days. He boldly claims that whether she admits it or not every woman is aware when a man is interested in her. The group debates what defines a “crush”: is it simply feeling someone is attractive, or something that must be acted upon? From there they shift to music: they discuss Gunna’s back-to-back shows in Toronto at a 10,000-capacity venue. XP points out that’s impressive for an artist performing outside the continental U.S., especially given the efforts to “get him out the way” after the YSL trial and related gang-snitch allegations. Given those pressures, Gunna’s perseverance and ability to organize successful shows earns respect. They ask whether Young Thug could still pull off equal or greater shows in Toronto today debating venue size, promotion, and logistics. Trivelle compares Young Thug’s potential to the recent 3-night run by Vybz Kartel in Toronto, and they mention How Drake surprisingly performed Show 1 on his birthday. XP praises Kartel’s stage presence and overall performance. Then T asks whether Tyla could draw a strong venue in town. Shifting gears, they talk about one of the ongoing social-media controversies: after Elon Musk unveiled Twitter’s new location sharing feature, social-media “stan” accounts are in uproar especially the ones created or rose to prominence during the Kendrick Drake some posting reckless claims. OShauN argues that people who talk recklessly online should have to show their faces and account for their words in real life. They close out by giving love to Wale’s latest release via Def Jam Recordings, and expressing excitement about how the Toronto Raptors are playing lately. Check out Episode 99.

Episode 98 begins with the gang responding to reactions from their previous clips about the No Limit vs Cash Money VERZUZ battle, where the internet overwhelmingly called them crazy for even suggesting the matchup was close...let alone leaning toward Cash Money.

Things move on to the surprise Offset project that seemingly dropped out of nowhere. After some digging, and based on Offset’s own words, the mixtape was simply a ploy to “get out the deal.” The crew discusses other times in music history when the line between album and mixtape was blurred, especially when it comes to contract fulfillment.

DJXP then brings up a conversation Ja Rule had on 7PM in Brooklyn with Carmelo Anthony, where Ja said he doesn't take credit for starting the sing-rap trend in hip-hop...but does take credit for pioneering the singer/rapper duet formula. He also claimed his music aged better than 50 Cent’s while still giving 50 his flowers. The group debates their catalogs and the long-standing beef.

Next, they talk about Outkast’s legendary induction into the highly coveted Rock & Roll Hall of Fame. Before sharing their thoughts, they address the vocal flubs that occurred during Doja Cat’s tribute performance of “Ms. Jackson.”

Following last episode’s conversation about Ye, multiple new Kanye West sightings have popped up including him asking a rabbi for forgiveness and performing with Travis Scott in Japan leading to a discussion about his quiet re-emergence.

As Summer Walker’s new album drops, DJXP praises her marketing campaign before addressing backlash over her collaborating with Chris Brown.

The group then discusses the dangerous precedent of AI in music, especially surrounding Xania Monet and her viral interview with Gayle King....where Gayle bluntly told her, “but you can’t sing.”

The episode wraps with Grammy nominations, predictions on who will win key awards, and a Pluribus 2 reaction that leads to praise for Vince Gilliam and eventually for TV writer Taylor Sheridan.