Podcast Summary: This Past Weekend w/ Theo Von Episode #582 - Caleb Presley Release Date: May 14, 2025

Introduction In Episode #582 of "This Past Weekend w/ Theo Von," host Theo Von welcomes Caleb Presley, a dynamic interviewer and content creator known for his engaging show "Sunday Conversations." The episode delves into Caleb's transition from working with Barstool Sports to establishing his independent platform, exploring the challenges and triumphs of running a personal business within the media landscape.

Transition from Barstool Sports Caleb Presley discusses his departure from Barstool Sports, highlighting the shift to independence and the establishment of his own team.

• Caleb Presley [10:30]: "My contract ran out the end of last year, so January 1st, me, Glenny Balls, came with me. And then I have a producer, Kelsey, and then editor and shooter Tom."

He emphasizes the importance of maintaining a close-knit team and the difficulties in delegating creative control.

• Caleb Presley [10:49]: "We've worked together for so many years now, and we correspond. I mean, we go through notes and notes, and it's a huge process."

Challenges of Independent Production Theo Von and Caleb delve into the intricacies of editing and content creation, underscoring the collaborative nature of their work.

• Theo Von [29:03]: "Editors are the unsung heroes of media. People often don't appreciate the intricate work they do behind the scenes."

They discuss the balance between creative freedom and maintaining quality, with Caleb praising his editor's ability to align with his vision without ego conflicts.

Recent Episodes and Notable Guests Caleb shares insights into his recent interviews and upcoming episodes, mentioning high-profile guests such as Morgan Wallen and Luca.

• Caleb Presley [11:05]: "We just did Morgan Wallen. I don't know when this comes out, but we did Morgan yesterday. That'll come out this weekend."

Theo Von reflects on the diverse range of guests Caleb has hosted, emphasizing the breadth of his interview portfolio.

Personal Anecdotes and Experiences The conversation takes a light-hearted turn as Theo and Caleb reminisce about past events, including attending weddings and navigating unexpected situations.

• Theo Von [67:02]: "We took a little camping thing with some girls one weekend. It was a beautiful wedding, and I had to sit in the back with people I had never met."

They share humorous stories about broken toilets at weddings and the challenges of fitting into social settings, adding a personal touch to the episode.

Media and Cultural Commentary Theo and Caleb engage in discussions about current media trends, the impact of algorithms on content consumption, and societal changes affecting personal interactions.

• Theo Von [40:05]: "The algorithm can lead you to do some crazy stuff. It's like, 'Want to do crime? I'll say you do.'"

They touch upon the pervasive influence of social media algorithms in shaping behavior and the loss of genuine human connections in the digital age.

Sports and Community Involvement The episode highlights their love for sports, particularly focusing on Caleb's passion for college football and Theo's enthusiasm for the SEC and local teams like the Winnipeg Jets.

• Caleb Presley [93:10]: "College football is 100,000% about the players. Especially college football."

They discuss the evolution of college sports, the financial aspects affecting team dynamics, and the sense of community fostered through sports events.

Future Endeavors and Creative Aspirations Caleb expresses his desire to explore new creative ventures beyond his current projects, while Theo shares his interest in expanding into different mediums like DJing or collaborative video projects.

• Caleb Presley [97:15]: "I would love to do something like even if it's a one-off. Just something weird and different and fun."

• Theo Von [97:28]: "We should think up something, dude."

Their mutual enthusiasm for innovation and experimentation underscores the episode's theme of growth and adaptation in creative industries.

Closing Thoughts As the episode winds down, Theo expresses gratitude towards Caleb, acknowledging the day's lightheartedness and the value of their friendship.

• Theo Von [101:28]: "Ladies and gentlemen, Sunday Conversation. Make sure to check it out. Go out and support him. He's doing his own thing now, so that's what we got to support, creators who are independent."

Caleb reciprocates the sentiment, highlighting the importance of independent content creators in today's media landscape.

Notable Quotes:

• Caleb Presley [10:30]: "We've worked together for so many years now, and we correspond. I mean, we go through notes and notes, and it's a huge process."
• Theo Von [29:03]: "Editors are the unsung heroes of media. People often don't appreciate the intricate work they do behind the scenes."
• Theo Von [40:05]: "The algorithm can lead you to do some crazy stuff. It's like, 'Want to do crime? I'll say you do.'"
• Caleb Presley [91:09]: "We got to go back over there and we got to go to another SEC game, dude."
• Theo Von [101:28]: "Ladies and gentlemen, Sunday Conversation. Make sure to check it out. Go out and support him. He's doing his own thing now, so that's what we got to support, creators who are independent."

Conclusion Episode #582 offers listeners an intimate glimpse into Caleb Presley's journey as an independent content creator, enriched by personal anecdotes and insightful discussions about media, culture, and sports. Theo Von's engaging hosting complements Caleb's candid storytelling, making for a compelling and relatable conversation that resonates with both fans and aspiring creators alike.

Note: Timestamps correspond to the points in the provided transcript and serve as reference points for the notable quotes included.