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 remembered his name… even when he didn’t tell them.Meanwhile, Jarrod confesses to accidentally acquiring 35 new snakes—including multiple 10-foot monsters—and realizing he may have officially become a reptile hoarder. The guys also break down a shocking real estate clean-out story involving a $6,000 “trash removal fee,” a dumpster full of valuable vintage toys, and a missed business opportunity they’re now seriously considering.From holiday traditions and Christmas chaos to debates about future tech, typing skills, and why beards may age terribly—this episode is everything the show promises: two guys, two questions, and absolutely zero direction.💡 Highlights: ✔️ Ryan’s Costa Rica adventures: monkeys, ATVs & overpriced Ray-Bans ✔️ Jarrod s snake collection spiraling way out of control ✔️ The $6,000 clean-out job that turned treasure into trash ✔️ Dumpster diving for vintage toys worth real money ✔️ Christmas chaos: Griswold vs. Scrooge energy ✔️ Why future generations may never learn to drive ✔️ The tech that will make this decade look ancient📇 Connect with the Guys:📘 Facebook → https://www.facebook.com/twoguystwoquestionspodcast📷 Instagram → https://www.instagram.com/twoguystwoquestionspodcast/🔗 Spotify → https://open.spotify.com/show/55biAbx1bhTGWjdjox9BDo🔖 Like, Follow & Leave a Review — or we’ll replace you with a giant python. 🐍⭐ Produced by Icons of Real Estate – iconsofrealestate.com
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52:42
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52:42
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 to a moral debt that’s been eating at Ryan for decades, plus the costs (financial and emotional) of being deeply invested in reptiles. This one’s for people who like their comedy with a side of conscience.💡 Key Highlights: ✔️ Fantasy Fest & Key West antics ✔️ Calendar automation with ChatGPT (life organized, sanity questionable) ✔️ Ethics: do you fix a 30-year-old wrong? ✔️ Reptile hobby confessions & why snakes are terrible investments ✔️ Family check-ins, car accidents, and nostalgic recipes🎙 Follow Ryan & Jarrod:📘 Facebook → https://www.facebook.com/twoguystwoquestionspodcast📷 Instagram → https://www.instagram.com/twoguystwoquestionspodcast/🔗 Spotify → https://open.spotify.com/show/55biAbx1bhTGWjdjox9BDo🔖 Like, Follow & Leave a Review — or we’ll replace you with a giant python. 🐍⭐ Produced by Icons of Real Estate – iconsofrealestate.com
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52:16
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52:16
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 mix of absurdity and insight.🎧 Hosted by: Ryan & Jarrod💡 Key Highlights: ✔️ How AI is reshaping business and saving thousands ✔️ Real estate lessons and the art of recovery ✔️ Spreadsheet enlightenment and life lessons ✔️ Beach therapy, bad ideas, and brilliant moments ✔️ Why chaos might be the best business strategy🎙 Follow Ryan & Jarrod:📘 Facebook → https://www.facebook.com/twoguystwoquestionspodcast📷 Instagram → https://www.instagram.com/twoguystwoquestionspodcast/🔗 Spotify → https://open.spotify.com/show/55biAbx1bhTGWjdjox9BDo🔖 Like, Follow & Leave a Review — or we’re replacing you with AI! 🤖⭐ Produced by Icons of Real Estate – iconsofrealestate.com
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42:56
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42:56
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 philosophies — nothing is off-limits. It’s equal parts comedy, truth, and pure chaos.💡 Key Highlights: ✔️ Comic Con ticket drama and “VIP” outrage ✔️ Dollar General, McDonald’s, and money rants ✔️ Texas land dreams and impulsive decisions ✔️ Dumb things we do to impress people ✔️ Getting older, nostalgic, and still funny as hell🎙 Follow Ryan & Jarrod:📘 Facebook → https://www.facebook.com/twoguystwoquestionspodcast📷 Instagram → https://www.instagram.com/twoguystwoquestionspodcast/🔗 Spotify → https://open.spotify.com/show/55biAbx1bhTGWjdjox9BDo🔖 Like, Follow & Leave a Review — or we’re bringing back the squeaky toys! 🐾 ⭐ Produced by Icons of Real Estate – iconsofrealestate.com
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47:16
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47:16
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 treasures, and their latest obsession: buying Texas desert land for snake hunting. Between sarcastic life lessons and gut-busting stories, this episode is a wild ride from start to finish.🎧 Hosted by: Ryan & Jarrod 💡 Key Highlights: ✔️ The art of surviving man flu (with style) ✔️ Estate sale adventures and strange vintage finds ✔️ How to buy 70 acres of desert “just because” ✔️ Talking snakes, land, and legacies ✔️ Philosophical chaos with a comedic twist🎙 Follow Ryan & Jarrod: 📘 Facebook → https://www.facebook.com/twoguystwoquestionspodcast 📷 Instagram → https://www.instagram.com/twoguystwoquestionspodcast/ 🔗 Spotify → https://open.spotify.com/show/55biAbx1bhTGWjdjox9BDo🔖 Like, Follow & Leave a Review — or we’re bringing back the squeaky toys! 🐾 ⭐ Produced by Icons of Real Estate – iconsofrealestate.com
Two guys. Two questions. Endless tangents.
Join Ryan Keeton, a real estate guy & VR golfer with beach bum dreams, and Jarrod Greer, a Comicon & retro toy store owner who insists his action figures aren’t dolls, as they ask each other one surprise question per episode—no prep, no rules, just chaos.
From alligators to vibrators, superheroes to world problems, nothing’s off-limits. Add a monthly mystery guest, some pesky French bulldogs, and at least one existential crisis per episode—this podcast makes no sense… but in the best way.
Buckle up. It’s gonna get weird. 🎙️😂
Ireland