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February 1st, 2026

Playing The Game 'Five Second Audit'

  1. Playing The Game 'Five Second Audit' Richard Wilmore 13:51

Richard Wilmore welcomes Bob Wheeler to the hot seat for a high-stakes (and high-humor) game of “The Five Second Audit”. Bob, who balances the books for the legendary Comedy Store while also climbing literal mountains, dives into the emotional side of Finance. From the “COVID gap” in our wallets to the reasons we hide receipts from our accountants, this episode explores what it truly means to be “rich” and why the second-best time to start your financial journey is right now.

  • The CPA with a Sense of Humor: Bob discusses his unique dual role as a CPA and the CFO of the “World Famous Comedy Store,” noting that headlining comics are much harder to keep on a budget than therapists.

  • Rewriting the Money Story: A look at Bob’s mission to help people overcome the fear and shame associated with their finances.

  • Adventures in intentionality: Bob shares how pivotal experiences—like running a marathon in Greece and hiking to Everest Base Camp—shifted his perspective on Travel and luxury.

  • Financial Literacy for the Next Generation: An introduction to Bob’s “Financially Fit Kids” series, aimed at teaching children about money and Emotions early on.

  • The Definition of “Rich”: Moving beyond the bank balance to find fulfillment and peace of mind when starting each day.

Richard Wilmore Make Your Day Richer TV

Richard Wilmore is the Host and Executive Producer of the wildly successful daily Talk/Variety Series, Make Your Day Richer TV. From 2016-2022, he hosted the award-winning The Richard Wilmore Show. You can also find him as the current Co-Host of the Wolf Media Festival podcast. Behind the scenes, Richard helps numerous podcasts and livestreams with their production, editing, and talent booking needs through his company, Make Your Day Richer. Richard empowers creatives to amplify their voices and connect with their audience on a deeper level. His passion for making work fun, innovative, and easy continues to drive his success in the entertainment industry.