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Recent Episodes
S1E48 Ozempic, Insurance Hacks & The Reality of a Diabetes Diagnosis - EP 48
In this guest-free episode of Two Guys, Two Questions, Ryan and Jarrod hold nothing back. Jarrod is gearing up for the massive Lexington Comic Con, while Ryan shares his experience using a crazy new…
S1E47 My FedEx Guy Thinks I Have a Massive Rat Infestation - EP 47
In this episode of Two Guys, Two Questions, Jarrod and Ryan hold nothing back. Jarrod shares the hilarious reality of receiving massive shipments of frozen rodents and why his FedEx guy thinks he has…
S1E46 The Great Chick-fil-A Pickle Conspiracy - EP 46
In this episode of Two Guys, Two Questions, Ryan and Jarrod hold nothing back. Jarrod shares the results of his recent doctor’s visit which leads into a highly candid and hilarious recap of his…
S1E45 Modern Actors in Classic Roles - EP 45
In this episode of Two Guys, Two Questions, Jarrod and Ryan are on a mission to survive with no DoorDash, debate prepping for the apocalypse, and discuss what they’d do with 30,000 comic books…
S1E44 Hoarder With a Business License - EP 44
In this episode of Two Guys, Two Questions, Ryan & Jarrod bounce from business chaos into something much deeper. What starts as a catch-up about moving buildings and slow winter months turns into…
S1E40 Retirement Plan is "Just Get Rich." - EP 43
Ryan & Jarrod are back to unpack cruise ship chaos, pet emergencies, real estate risks, and generational money mindsets. From Franklin’s medical scare to buying another commercial building, the…
S1E42 Business or Friendship? - EP 42
Join Ryan & Jarrod in this candid and engaging episode of Two Guys, Two Questions. They take you behind the scenes of life’s messiness, from purchasing a massive comic book collection to…
S1E41 Two guys, no Camera - EP 41
In this episode of Two Guys, Two Questions, Ryan and Jarrod reflect on work-life balance, personal growth, and the pressure to turn everything into a job. Through stories about Amish real estate…
S1E40 The zoo - EP 40
In this episode of Two Guys, Two Questions, Ryan dives into the mental side of entrepreneurship—processing big decisions, self-doubt, and the emotional weight that can follow major changes. He…
S1E39 TikTok Terrors -EP 39
Join Ryan and Jarrod in this fun and engaging episode of Two Guys, Two Questions, where they discuss everything from failed fishing trips to the strange workings of social media algorithms. They…
S1E38 Black Friday Strategies - EP 38
Join Ryan and Jarrod as they talk through retail sales strategies during Black Friday, the realities of real estate negotiations, and personal stories that bring humor and wisdom. From Ryan's…
S1E37 Costa Rica Adventures - EP 37
In this unfiltered episode of Two Guys, Two Questions, Ryan returns from Costa Rica with stories of jet skis, jungle tours, wild monkeys, and a resort full of persistent hustlers who somehow…
S1E36 Miami Madness - EP 36
Ryan reports in from Miami and Jarrod returns from ScareFest in a chaotic, hilarious, and oddly reflective episode of Two Guys, Two Questions. They cover everything from wild Key West people-watching…
S1E35 You Got Small again - EP 35
Ryan checks in from Miami Beach while Jarrod shares post-con chaos from ScareFest. Between talk of cocaine jokes, AI breakthroughs, cult beards, and financial awakenings, this episode is the perfect…
S1E34 VIP Tickets - EP 34
Ryan and Jarrod return for another chaotic, hilarious, and totally unfiltered episode of Two Guys, Two Questions. From Comic Con ticket meltdowns to aging, Texas land dreams, and fast food…
S1E33 2 series of book for 5$? Y'all will love this! - EP 33
Join Ryan and Jarrod in another hilarious episode of Two Guys, Two Questions, where chaos, comedy, and curiosity collide. The guys talk about getting old, overdoing cough syrup, estate sale…
S1E32 The Ballad of Billy Jack - EP 32
Hosts Ryan and Jarrod share a chaotic, hilarious, and reflective episode of High-End Fellas. From snake hoarding and reptile show adventures to family mysteries and the tragic story of Billy Jack…
S1E31 Thousand cockroaches or one human? - EP 31
Ryan Keaton and Jared Greer dive into a chaotic, unscripted discussion about everything from festival adventures and merch lines to retro toy trends, vinyl collectibles, and bizarre science theories.…
S1E30 The Chaotic Dogs - EP 30
Ryan and Jared are back with another wild episode full of unpredictable conversations. From real estate investment advice to exploring kayaking in an old limestone mine, the guys dive into a myriad…
S1E29 Love Letters - EP 29
In this wild and unpredictable episode of Two Guys, Two Questions, Ryan Keaton and Jared Greer chat about the bizarre and strange finds that make life a little more interesting. From a storage locker…
Frequently Asked Questions
Two Guys, Two Questions has published 49 episodes since March 2025, covering topics in Comedy.
Two Guys, Two Questions is currently highly active with new episodes weekly. Average episode length is 50m.
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