Bussin' With The Boys – Episode 339: Theo Von On Rise Of 'This Past Weekend' Podcast + Turning Down Sandler's 'Happy Gilmore 2'
Release Date: July 29, 2025
Host: Bussin' with the Boys (Will Compton & Taylor Lewan)
Guest: Theo Von
1. Live Announcement: "Bus and Bowl" Event [04:00 - 05:14]
The episode kicks off with an exciting announcement from the hosts about their upcoming live event, "Bus and Bowl."
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Will Compton [04:00]: Announces the "Bus and Bowl" live show scheduled for September 19, 2025, at the Rococo Theater in Lincoln, Nebraska.
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Theo Von [04:02]: “Bus and bowl on September 20, Nebraska versus Michigan in Lincoln, Nebraska. The boys will be doing a live show on Friday, September 19, at the Rococo theater in Lincoln, Nebraska.”
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Will Compton [04:20]: Highlights the significance of the event, especially as it coincides with his birthday weekend. “Can I say it? It's a special boy's birthday...”
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Sherman [04:50]: Confirms the birthday subject. “It's Will. Happy Future birthday to Will.”
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Will Compton [05:01]: Emphasizes the event's atmosphere. “We have a packed house... Vibes will be high.”
Tickets are available on pre-sale via rococotheater.com using the code theboys. Don’t miss out on supporting the boys during this special celebration!
2. Camp Stories: Pool Party and Games [45:00 - 57:00]
The conversation shifts to a recent camp experience, filled with fun and memorable moments.
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Derek [49:03]: Shares a humorous incident where a fellow camper experiences a cramp during a pool game. “We were standing by each other...”
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Taylor Lewan [51:05]: Recounts the intense "pool basketball" game. “We had this awesome pool game...”
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Eli [50:00]: Describes the challenges of playing games with kids in tow. “If you've never heard of it, it's a pretty simple game, but I didn’t realize how long it was going to take.”
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Taylor Lewan [54:37]: Details a moment when someone suffers a cramp, highlighting the unpredictable nature of camp activities. “He grabs me, and I just have to push him from below the water...”
The camp featured various games like the "T" game and pool basketball, creating an environment of camaraderie and laughter despite minor mishaps like cramps and competitive banter.
3. Family Vacation in Canada [12:00 - 26:00]
Theo Von shares insights from a recent family vacation to Canada, exploring its stunning landscapes and the challenges faced with young children.
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Theo Von [12:00]: “Dude, it was awesome. We saw Lake Moraine, Lake Louise, Emerald Lake...” Discusses hiking adventures and the beauty of Canada's Banff area.
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Taylor Lewan [17:18]: Expresses enthusiasm for the trip. “It was gorgeous. This area had both things and it was gorgeous.”
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Theo Von [20:28]: Talks about the difficulties of hiking with young children, emphasizing Rue's challenges. “Rue didn’t want to wake up or do anything...”
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Taylor Lewan [25:59]: Recommends the trip wholeheartedly. “Highly recommend to go out and see Canada.”
The vacation included breathtaking sights like Sunshine Falls and Marble Canyon, though the hiking proved strenuous with Rue experiencing difficulty walking, reflecting the realities of traveling with young kids.
4. Discussion on "Happy Gilmore 2" Movie [60:00 - 85:00]
A significant portion of the episode revolves around the sequel to the classic "Happy Gilmore" movie, offering critiques and praise.
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Mitch [61:06]: Shares his perspective on the movie's cameos and overall feel. “But I thought the cameos were good...”
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Taylor Lewan [64:00]: Provides a positive review. “I really liked it. The way it ends, like the back half of the movie is so ridiculous, but I thought it was so funny.”
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Theo Von [65:00]: Highlights Adam Sandler's consistent style and the movie's homage to the original. “Adam Sandler puts all of his guys in his movies...”
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Sherman [69:30]: Addresses the critical reception and the inevitability of sequels. “Now they're just having fun with it. He doesn't give a if you like his movie...”
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Derek [73:27]: Mentions the inclusion of Bad Bunny and other high-profile cameos. “We did have some cameos...”
The hosts agree that "Happy Gilmore 2" serves as an entertaining homage to the original, filled with nostalgia, humor, and a plethora of guest appearances. While some felt certain parts were rushed, overall, the movie delivered on its promise to entertain fans with its playful take on the beloved classic.
5. Madden Ratings and the 99 Club Discussion [32:11 - 43:35]
An in-depth analysis of NFL players' Madden ratings, focusing on the prestigious "99 Club."
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Theo Von [34:07]: Lists current members of the 99 Club, including Josh Allen and Jamar Chase. “Josh Allen, Jamar Chase, Miles Garrett, Justin Jefferson, Lamar Jackson, Lane Johnson...”
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Sherman [40:47]: Discusses the rarity and significance of receiving a 99 rating. “Only created player like you create yourself...”
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Taylor Lewan [43:35]: Questions the absence of legendary players in the 99 Club. “Let’s see...”
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Derek [36:05]: Talks about the evolution of the 99 Club and its increasing prominence. “It’s definitely become a thing in the last few years where they’re making a big deal out of the 99 Club...”
The discussion highlights the competitive nature of Madden ratings, emphasizing that only the elite players achieve a 99 rating. They debate the criteria used, the representation of different positions, and the legacy implications for players who earn this distinction.
6. NFL Union Issues and Player Injuries [84:00 - 88:04]
A critical conversation about potential collusion within the NFL union and its impact on player contracts and team dynamics.
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Theo Von [84:00]: Introduces the topic of NFL union collusion, referencing Clayton Treadway's involvement. “Clayton Treadway stepping in as the interim executive director...”
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Derek [85:06]: Explains the allegations of collusion and the role of private equity in NFL team ownership. “There's a massive red flag for conflict of interest...”
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Taylor Lewan [87:52]: Shares his perspective on contract negotiations and the challenges players face. “It's a crooked union...”
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Theo Von [86:57]: Discusses the secrecy surrounding the union's dealings and the difficulty in proving collusion. “And when you go into an arbitrator, it's like...”
The hosts delve into the complexities of NFL union management, questioning the integrity of leadership and the transparency of contract negotiations. They express concern over how these issues affect player livelihoods and the overall fairness within the league.
7. Transition to Independent Podcasting [160:00 - 183:50]
Theo Von and Derek discuss their departure from the Barstool podcast network to pursue independent ventures.
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Theo Von [161:25]: Reflects on the initial fears and challenges of going independent. “It was intimidating and scary because you're pushing your own boat...”
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Derek [162:18]: Highlights the emotional difficulty of leaving a well-established network. “Leaving them was tough...”
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Taylor Lewan [161:34]: Encourages the leap of faith required for such a transition. “Eventually, it's like, this is the opportunity for us to see if we're really able to stand up on our own...”
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Theo Von [162:10]: Appreciates the support from Dave Portnoy during the transition. “Dave was nothing but supportive...”
The transition is portrayed as a bold move towards autonomy, with the hosts acknowledging the uncertainty but also the potential for growth and creative freedom. They discuss the logistics of the shift, the support received, and their optimism for the future of their independent podcast endeavors.
8. Personal Stories and Friendships [177:00 - 191:17]
The hosts share anecdotes about their friendships, personal growth, and experiences outside the podcasting realm.
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Derek [177:00]: Recounts meeting the Trailer Park Boys and memorable moments from various events. “We were in a room full of Predominantly black folks and...”
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Theo Von [180:09]: Talks about supporting friends through tough times and the importance of camaraderie. “He was a great protector...”
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Taylor Lewan [181:25]: Shares a heartfelt moment with his daughter resolving her anxiety about Harry Potter being real. “I told her the whole quote...”
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Derek [187:05]: Expresses gratitude for friendships and shared experiences. “You guys are so inspiring...”
These personal stories highlight the deep bonds the hosts share, showcasing their support systems, family dynamics, and the meaningful relationships that enrich their lives beyond the podcast.
Notable Quotes
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Taylor Lewan [05:01]: “This week's a tough little act for me to follow, but I love you.”
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Derek [85:06]: “Knowing that this is the first time I've had to write a will and think about, like, not being here.”
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Theo Von [162:46]: “We need more leaders who know how to lead the PA and not have some scumbag who's got conflict of interest with private equity groups.”
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Taylor Lewan [17:18]: “These kids are going to appreciate that mom and dad took me when we were, you know, in the summertime.”
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Derek [171:16]: “A guy like him too, who's been on his Instagram just as legendary as he...”
Conclusion
Episode 339 of "Bussin' With The Boys" offers a rich tapestry of discussions ranging from live event announcements and personal camp stories to critical analyses of NFL union dynamics and the hosts' brave step towards independent podcasting. With heartfelt moments, insightful critiques, and a plethora of engaging anecdotes, the episode provides listeners with an intimate look into the lives and thoughts of Will Compton, Taylor Lewan, and their esteemed guest, Theo Von.
Listeners are treated to a blend of humor, sincerity, and critical thinking, making this episode a must-listen for fans seeking both entertainment and thoughtful conversation.
Note: Advertisements, promotional segments, and non-content sections have been excluded to focus solely on the episode's substantive discussions.