#460 - Robert Earl Keen on Memorizing Every President's Birthday + His Love Of Poetry

Bobby sits down with Phil Rosenthal to trace how Everybody Loves Raymond went from an idea on paper to one of the most beloved sitcoms ever—and why he actually quit the show not once, but twice. Phil talks about betting big on a real-life diner, how Somebody Feed Phil helped inspire it, and why he sees himself as a food “enthusiast,” not a snob. He shares where his obsession with great meals really began and how travel changed everything. Plus, Phil tells his favorite David Letterman story from the early days of trying to get Raymond on the air. -PHIL'S SECOND COOKBOOK, PHIL'S FAVORITES, IS OUT NOW! Available on Amazon, Walmart, Target, Barnes & Noble and more. Visit PhilRosenthalWorld.com -HIS FAMILY DINER, MAX & HELEN'S, OPENS SOON IN LARCHMONT in Los Angeles. WATCH: The cast of Everybody Loves Raymond will reunite for a 30th-anniversary special on November 24, 2025, at 8 p.m. ET on CBS Follow on Instagram: @TheBobbyCast Follow on TikTok: @TheBobbyCast Watch this Episode on YoutubeSee omnystudio.com/listener for privacy information.

18 Nov 202556min

Bobby looks back at his Dancing with the Stars run, how the virality around it seems to flare up every year, and what the show really meant to him then and now. He also talks through a recent Tom Bergeron clip that stirred everything back up, how it made him feel, and why it ultimately led to him mailing the mirrorball trophy back. Then the conversation turns to country music history, as Bobby and Eddie break down a list of famous songs that somehow never hit No. 1 and why those misses still don’t make sense. Follow on Instagram: @TheBobbyCast Follow on TikTok: @TheBobbyCast Watch this Episode on YoutubeSee omnystudio.com/listener for privacy information.

14 Nov 202553min

Josh Ross sits down with Bobby on this episode of the BobbyCast and nothing is off limits. He finally addresses the controversial comments he made during a live show and talks about what it’s been like dealing with the fallout. He also shares some road stories from touring with Chad Kroeger of Nickelback and how one of those nights led to a lesson he didn’t expect. Josh teases how Akon ended up on one of his songs and why that collab still feels surreal. Plus, he reveals his personal Mt. Rushmore of artists in and out of country music… and a few of his choices might surprise you.Get tickets to Josh's 2026 tour HERE Follow on Instagram: @TheBobbyCast Follow on TikTok: @TheBobbyCast Watch this Episode on Youtube See omnystudio.com/listener for privacy information.

11 Nov 202558min

Vincent Mason stops by the studio with some of the craziest road stories Bobby’s heard in a while. He shares the wild story of his van losing a tire while going 70 mph, plus the time they hit a black bear and a hawk on back-to-back days out on the road. Vincent talks about what he actually spends his money on, the real difference between grinding it out in a van versus finally leveling up to a bus, and how all of that changes the way you see success. He also tells Bobby about all the times he spotted Bobby’s doppelganger at the gym, and why Bobby was convinced this interview would only go 30 minutes… before it turned into a full hour conversation.Check Vincent out on tour: VincentMasonMusic.com Check out his Debut Album: ‘There I Go’ which is OUT NOW! Follow on Instagram: @TheBobbyCast Follow on TikTok: @TheBobbyCast Watch this Episode on YoutubeSee omnystudio.com/listener for privacy information.

7 Nov 202553min

On this episode, up and coming country music singer/songwriter, Mae Estes sits down with Bobby to connect all the dots: from a possible family tie between the two of them, to the small-town, big-dream path that makes her life story pure country music. She opens up about the best advice she’s gotten from Ashley McBryde, what really happens behind the scenes while touring with Luke Bryan, and why she’s more focused on longevity than viral moments. It’s a deep dive into one of country music's most authentic new voices. Check the Mae Estes hat that Bobby has been wearing HERE! Follow Mae on TikTok HERE Follow on Instagram: @TheBobbyCast Follow on TikTok: @TheBobbyCast Watch this Episode on YoutubeSee omnystudio.com/listener for privacy information.

4 Nov 20251h 14min

This episode looks at artists we lost too soon and how those moments shaped music and our sense of chance vs. talent. Eddie shares some names that come to his mind right off the bat, Bobby explains why he won’t get on four-seat planes, and we revisit Stevie Ray Vaughan’s helicopter crash. From there: what “special” ability really is, how exposure unlocks it, what parents notice in their kids, shared consciousness, natural selection, and imagining how the greats might sound today. From there, the guys move through key cases: Patsy Cline, Jim Croce, Lynyrd Skynyrd, Selena, John Lennon, and 2Pac. Plus, how a rocker in an accident that involved a plane and a tour bus! Follow on Instagram: @TheBobbyCast Follow on TikTok: @TheBobbyCast Watch this Episode on Youtube See omnystudio.com/listener for privacy information.

31 Okt 202549min

On this episode of the BobbyCast, Bobby sits down with Aaron Watson for an honest, fast-paced conversation. Aaron opens up about his infamous feud with Bobby—how it started, what really bothered him, and why they’re ready to put the drama in the rearview. He lays out his plan to “blitz” country radio for the next five years—singles, strategy, and the grind it’ll take to make noise on the airwaves. Aaron also breaks down the TikTok video that backfired: what he meant, what he learned, and how he handles the blowback when the internet turns. From independent hustle to major moments, Aaron talks mindset—why you have to be a little “crazy” to be great, the discipline behind it, and how he balances family with ambition. It’s candid, energetic, and packed with the kind of inside baseball you don’t usually hear! See Aaron on Tour: The World A Round Tour and An Aaron Watson Family Christmas Tour. Tickets at AaronWatson.com Check out Aaron's YouTube Channel HERE Follow on Instagram: @TheBobbyCast Follow on TikTok: @TheBobbyCast Watch this Episode on YoutubeSee omnystudio.com/listener for privacy information.

28 Okt 20251h 12min

On this episode of the BobbyCast, Bobby talks with singer-songwriter Will Anderson about love, loss, and rebuilding a life in public. Will shares why he’s putting out a book of poems written by his late wife, how he’s preserving her voice on the page, and what navigating dating again has really been like. Bobby and Will also wade into politics—their case for free education and healthcare, the idea of an age limit for the presidency, and whether Bobby would ever actually run for office. Will takes us back to the origin of his band Parachute, the early grind, the breakout, and what it would take for them to get back together. It’s an honest, thoughtful conversation about grief, purpose, creativity—and what comes next. Check out Will on TikTok HERE and Monday Music Club with Willy J HERE Get tickets to see Will, a copy of his late wife's book of poems, and more HERE Follow on Instagram: @TheBobbyCast Follow on TikTok: @TheBobbyCast Watch this Episode on YoutubeSee omnystudio.com/listener for privacy information.

24 Okt 20251h 4min