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December 22nd, 2025

Series Finale

  1. Series Finale Richard Wilmore 16:17

Welcome to a very special and bittersweet day. This is the series finale of Make Your Day Richer TV! It has been an incredible journey, and I wanted our final guest to be someone who truly embodies the spirit of honesty and finding purpose.

Now, many of you know Matt Check as a career musician with a catalog of amazing Americana and country rock albums. But he’s here today to talk about his new memoir, a book where he truly ‘put it all out there’. It has one of the most unique premises I’ve ever seen: it’s written as an imagined conversation with the legendary author Philip Roth.

In this episode, we discuss:

The Philip Roth Connection: Matthew explains the unique conceit of his memoir—an imagined conversation with the late, great Philip Roth.

Manhattan in the Mid-Aughts: We look back at the “cringe” and the struggle of his 20s.11 Years of Recovery: Matthew shares his journey through recovery and how he makes sense of past failures.

Finding the Humor: Why he used his father’s “ridiculous” sayings as a source of comic relief in an otherwise heavy story.

BIG NEWS TOMORROW ABOUT WHAT’S NEXT!

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.