Theo discusses first romances and takes calls about unusual IHOP dates. Gender ambiguity and intense love are explored, as well as early experiences of love and lust. A bar encounter during the Super Bowl is shared, along with a strange date situation at an iHOP restaurant. The complexities of modern dating and the power of love are discussed, along with the importance of self-love and acceptance on Valentine's Day.

Trevor Bauer, professional baseball player and Cy Young Award winner, discusses his journey through the majors, allegations leading to his MLB suspension, and his readiness to play again in America. They also cover topics such as playing baseball in Japan, taking risks, exercise, addiction, the decline of baseball participation in the US, navigating social awkwardness, the impact of technology, chasing goals, and overcoming adversity.

Stand-up comedian Tim Dillon discusses various interesting topics with Theo Von on the podcast, including the Doordash mental health crisis, squatting in million dollar houses, running for Governor of California, conspiracy theories involving Whitney Cummings and Deep Roy, and spreading his mom's ashes.

Dr. Jeffrey Long, a near-death experience expert, delves into the phenomena of NDEs, discussing characteristics, shared experiences, and their impact on different demographics. They also explore mystical experiences, the evolution of sharing spiritual experiences, and the shift towards alternative healing. The podcast touches on topics like language learning, the value of earthly experiences, hope and wisdom in NDEs, and the link between patient feedback and the opioid crisis.

Shane Gillis, a stand-up comedian and podcaster, joins Theo Von to chat about moving to Austin, the perils of hot air balloon rides, shady tunnel activity in NYC, the upside to arranged marriages, defensive vomiting, and how he got Gabe Davis to do his iconic TD celebration.

Renowned life strategist, Tony Robbins, joins This Past Weekend w/ Theo Von to chat about changing perspectives in the new year, quitting bad habits, setting up for financial success, and the power of contribution. They also discuss the impact of working from home, the importance of personal growth, and strategies to combat the negative effects of news consumption.

Sean Strickland, the current UFC middleweight champion, joins Theo and discusses breakdowns in society, dating male UFC fighters, his ongoing beef with Dricus Du Plesis, and his turbulent upbringing.

Theo Von chats about an eventful year for the podcast, misconceptions about the 12 Days of Christmas, and saving money for a dirtbike. He also responds to voicemails, discusses euphemisms for sexual experiences, reflects on Jesus' love, and gives advice on making money for a dirt bike. The episode includes holiday greetings, Christmas tunes, and discussions on emotions, gratitude, and joy during the holiday season.

Kat Von D, a tattoo artist and musician, joins Theo Von to chat about her life since leaving Los Angeles, buying a haunted house, blacking out all of her tattoos, and the time someone called the cops on her for having a pet squirrel. They also discuss goth culture, their fascination with it, and their favorite places to visit, including cemeteries around the world.

Country stars Jelly Roll and Ernest discuss the whirlwind weeks following Jellys’ big win at the CMA’s, the origin of their biggest collab “Son of a Sinner”, Ernest's incident with caffeine pills, the evolution of country music, their experience with imposter syndrome, GoFundMe divorces, and the freedom of songwriting and collaboration.