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Over the last few years, Theo Von has developed his podcast This Past Weekend into one of the most loved and distinct podcasts worldwide. He steers away from typical interview-style shows, with a set format, and combines humor, curiosity, storytelling and authenticity, to provide listeners with conversation that flows naturally and is easy to connect with.
This authenticity, combined with the ability to make guests feel at ease from different backgrounds, has allowed Theo to attract some incredibly influential guests to the podcast. From well-known politicians, bestselling authors and comedians, to athletes, military veterans and businessmen. The shows that Theo puts out, entertaining but with valuable insights, cover life, success, relationships and personal development.
Many episodes are watched and listened to millions of times simply because guests often appear as themselves and share information which hasn’t been widely publicized. Covering areas such as psychology, politics, comedy, business, discipline and life experience, Theo’s insightful interview technique results in some very memorable conversations.
- 1.Jordan Peterson – Psychology, Meaning & Personal Growth
- 2. Donald Trump – Politics, Business & Leadership
- 3. Bernie Sanders – Politics, Society & The American Dream
- 4. Shane Gillis – Comedy, Success & Life Stories
- 5. Jocko Willink – Discipline, Leadership & Mental Toughness
- 6. Mark Normand – Comedy, Creativity & Career Growth
- 7. Tom Segura – Podcasting, Comedy & Business
- 8. Bert Kreischer – Storytelling, Entertainment & Success
- 9. Sean Strickland – UFC, Competition & Mental Strength
- 10. Riley Gaines – Sports, Competition & Public Advocacy
- Why these are outstanding conversations
- Who is Theo Von?
- Why You Should Watch Theo Von's Podcast
If you are looking for the best episodes to start with then, these are the 10 guests to listen to;
1.Jordan Peterson – Psychology, Meaning & Personal Growth
One of the most viewed and popular episodes to date was Jordan Peterson. Discussed were, personal responsibility, meaning and purpose, mental health, relationships, self-development and building a fulfilling life. The insight into psychology given by Peterson perfectly blended with the curiosity and humor of Theo Von.
Key takeaways:
- Personal responsibility
- Meaning and purpose
- Mental health resilience
- Self-development
- Building a fulfilling life
2. Donald Trump – Politics, Business & Leadership
One of the most talked-about shows in podcast history featured the ex president Donald Trump. Covered within this was, leadership, politics, media, business, public perception, and personal experiences. Unique to the interview was Theo’s comfortable and easy-going nature, allowing for listeners to see another perspective of Trump beyond that seen through conventional political reporting.
Key takeaways:
- Leadership skills
- Business acumen
- Media and communication
- Political commentary
- Personal experience
3. Bernie Sanders – Politics, Society & The American Dream
The highly popular political episode features Bernie Sanders. Subjects that were covered included, healthcare, education, employment, economic struggles, and the future of the American people. Theo’s approachable style made these political topics much easier to engage with.
Key takeaways:
- Healthcare issues
- Economic policies
- Educational reform
- Social and political change
- Future opportunities
4. Shane Gillis – Comedy, Success & Life Stories
A friend of Theo Von’s and a comedian by profession, Shane Gillis is certainly one of Theo’s most entertaining guests. They talk through stories from their stand-up days, career struggles, and their personal life experiences to provide humor, authenticity and inside knowledge from the world of entertainment.
Key takeaways:
- Stand-up comedy
- Career struggles
- Life stories
- Humor and friendship
- The entertainment industry
5. Jocko Willink – Discipline, Leadership & Mental Toughness
The former Navy SEAL and now leadership expert Jocko Willink appears for one of Theo Von’s most inspirational episodes. Discipline and accountability within the military and how these principles can apply to leadership, personal responsibility and overcoming challenges, are among the topics discussed.
Key takeaways:
- Discipline and freedom
- Leadership skills
- Accountability
- Mental fortitude
- The keys to success
6. Mark Normand – Comedy, Creativity & Career Growth
Another incredibly talented comedian to grace This Past Weekend, Mark Normand discussed stand-up comedy, tour life, creativity, and the journey to a career in entertainment. The dialogue offers laughs from two like-minded comedians, and valuable insight into stand-up.
Key takeaways:
- Comedy industry insights
- Creative processes
- Career development
- Storytelling in comedy
- The entertainment business
7. Tom Segura – Podcasting, Comedy & Business
The mega-podcast host and comedian Tom Segura joins Theo for a fantastic chat about podcasting, his career, entertainment content creation, and entrepreneurship. For anyone thinking of starting their own podcast or entertainment brand, this episode is a must.
Key takeaways:
- Podcast growth and success
- Business development
- Comedy and entertainment
- Content creation
- Entrepreneurship
8. Bert Kreischer – Storytelling, Entertainment & Success
A high energy entertainer and comedian, Bert Kreischer brings an episode packed with stories and entertainment to This Past Weekend. They chat about his experience touring, his life as a father, stand-up comedy, and his personal journey toward success.
Key takeaways:
- The art of storytelling
- Stand-up comedy
- Entertainment and business
- Family life
- Personal growth
9. Sean Strickland – UFC, Competition & Mental Strength
The former UFC champion joined Theo for an honest and sometimes provocative discussion. Covering a variety of subjects such as fighting, competition and mental strength, Strickland offers a fascinating look into the mind of a successful athlete, and life beyond the octagon.
Key takeaways:
- Mental toughness
- The mind of an athlete
- Competition and pressure
- Discipline and training
- Life beyond professional sports
10. Riley Gaines – Sports, Competition & Public Advocacy
Former collegiate swimmer Riley Gaines appeared for an interesting discussion where she speaks about sports, competition, and media coverage. Gaines’ experience at an elite level in college sports, and subsequent public commentary on the subject provides listeners with a different perspective.
Key takeaways:
- Sports and competition
- Public advocacy
- Media and public interest
- Elite athletes
- Personal experiences
Why these are outstanding conversations
These shows are among the most popular on This Past Weekend, due to the mix of entertaining and thought-provoking conversation they deliver. Across them are discussed topics including:
- Psychology
- Politics
- Leadership
- Comedy
- Business
- Sports
- Personal development
- Mental toughness
- Success
- Human nature
Each guest brings their own experience and insight, which makes these conversations so remarkable.
Who is Theo Von?
Theo Von is a comedian, actor, entertainer, storyteller and podcast host from the United States. He is best known for hosting the massively popular podcast ‘This Past Weekend,’ where he discusses life, culture, and his various experiences with an eclectic range of guests. His conversational, humorous, and genuine style, has garnered him a devoted global following.
Theo Von Businesses and Ventures
- This Past Weekend Podcast
- Stand-Up Comedy Tours
- Comedy Specials
- Live Events
- Podcast Merchandise
- Digital Content Creation
- Entertainment Projects
- Media Appearances
Theo Von Social Media Accounts
- Theo Von Instagram Account
- Theo Von YouTube Channel
- Theo Von Twitter/X Account
- This Past Weekend Podcast
- Theo Von TikTok Account
Why You Should Watch Theo Von’s Podcast
Theo Von’s podcast offers a unique combination of humor, life lessons, and authentic conversation.
Whether he’s speaking with psychologists, politicians, athletes, entrepreneurs, or comedians, Theo consistently creates engaging discussions that feel genuine and relatable.
His ability to make guests comfortable often leads to conversations that reveal new perspectives and valuable insights.
Conclusion
Theo Von has built one of the most entertaining and influential podcasts in the world by creating conversations that are both funny and meaningful.
Episodes featuring Jordan Peterson, Donald Trump, Bernie Sanders, Shane Gillis, Jocko Willink, Mark Normand, Tom Segura, Bert Kreischer, Sean Strickland, and Riley Gaines represent some of the best content ever featured on This Past Weekend.
Whether you’re interested in comedy, psychology, politics, leadership, sports, or personal growth, these episodes provide an excellent introduction to the podcast.
Who is Theo Von?
Theo Von is a comedian, entertainer, and podcast host best known for This Past Weekend.
What is Theo Von’s most popular podcast?
Episodes featuring Donald Trump, Jordan Peterson, Bernie Sanders, and Shane Gillis are among the most viewed.
Why is Theo Von’s podcast so popular?
His authentic interviewing style, humor, storytelling ability, and unique guests make the podcast highly engaging.
What topics does This Past Weekend cover?
The podcast covers comedy, psychology, politics, sports, business, leadership, relationships, and personal development.
Who should listen to Theo Von’s podcast?
Anyone interested in entertaining conversations, life lessons, humor, and unique perspectives will enjoy the podcast.




