Vince Vaughn | This Past Weekend w/ Theo Von #648

TL;DR

Vince Vaughn joins Theo Von to discuss his new Hulu film, childhood memories, real estate investing, parenting, and marriage.

Key Points

• 1.Vince Vaughn's new movie 'Mike and Nick and Nick and Alice' is on Hulu as of March 27th. It's a rated-R sci-fi action comedy where Vaughn plays two versions of the same character, made possible by advanced filmmaking technology.
• 2.Vaughn describes playing dual characters as a unique but logistically heavy experience. Filming two characters in the same scene effectively doubled his workload, though he appreciated doing something stylistically different.
• 3.Vaughn's real estate philosophy centers on tangible, cash-flowing rental properties over stock market investing. He evaluates neighborhoods by instinct and personal exposure rather than formal financial analysis.
• 4.Vaughn grew up in Illinois after his family relocated repeatedly to access better schools. His father was a manufacturer's rep who sold Teenage Mutant Ninja Turtles toys and other products, often bringing home samples.
• 5.Both Vaughn and Theo bonded over vivid childhood memories including hiding money, playing with toys, and scary basement experiences. Theo recounted watching Evil Dead alone in a dark basement and hitting a pole trying to escape in terror.
• 6.Vaughn mistook an Amish horse-and-buggy for pilgrims as a child, prompting a serious rebuke from his father. He genuinely didn't understand that people still lived without electricity, having only seen pilgrims depicted in black-and-white school materials.
• 7.Vaughn pulled his daughter from traditional schooling partly due to what he called 'guilt-based education.' She eventually moved through homeschooling, a hybrid public school, Catholic school, and now attends a large public high school successfully.
• 8.Vaughn married a Canadian woman who grew up on a farm, which he credits as a grounding influence. He values shared base values and compatible parenting styles above other relationship criteria.
• 9.Theo, 45, admitted he hasn't prioritized finding a partner due to career focus. Vaughn advised him to approach relationships with the same intentional energy he applies to his career, emphasizing self-improvement over 'metal detecting' for a partner.
• 10.Vaughn's role in Rudy (1993) was one of his earliest film appearances, and he recalled the iconic slow-clap scene featuring Charles S. Dutton. Theo confirmed Dutton is still alive and noted he once performed comedy near Notre Dame where the real Rudy owned a comedy club.
• 11.Vaughn discussed the challenges of parenting friendships, noting that families bonded over same-age kids often discover incompatible parenting styles on shared trips. He observed that competing for elite schools in cities like LA creates unnecessary stress.
• 12.Both hosts reflected nostalgically on pre-internet childhood culture including urban legends like Pop Rocks and Coca-Cola, the Camel cigarette naked man rumor, and Richard Gere stories. They agreed boredom drove collective imagination and myth-making in that era.