Two Guys, Two Questions

Ryan Keeton & Jarrod Greer
  • 5.0 (3)
  • COMEDY
  • UPDATED WEEKLY

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. 🎙️😂

  1. Ozempic, Insurance Hacks & The Reality of a Diabetes Diagnosis - EP 48

    16H AGO

    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 AI audio recorder that maps out entire conferences. The guys discuss the wild west of the early internet before tackling this week's big questions. Ryan shares his dream list of Comic Con guests, prompting Jarrod to reveal the behind-the-scenes nightmare of finding celebrity email addresses. Then, Ryan forces Jarrod to look at his business portfolio and admit which business he desperately wants to exit in the next two years. To wrap things up, Jarrod shares his recent trip to the doctor, his official diabetes diagnosis, and why he immediately went home and drank 20 Dr. Peppers in 24 hours. 🎧 Hosted by: Ryan and Jarrod 💡 What You’ll Learn in This Episode: ✔️ How an AI pocket recorder is changing the game for conference note-taking ✔️ Ryan’s dream unlimited-budget Comic Con guest list ✔️ The hilarious truth behind celebrity email addresses and getting rejected by the Governor ✔️ Jarrod's honest 3-year business plan and why the pet store has to go ✔️ Jarrod’s official diabetes diagnosis, Metformin, and the Ozempic insurance game ✔️ Why Jarrod refuses to give up his Dr. Pepper habit 🎙 Follow Two Guys, Two Questions: 📘 Facebook → https://www.facebook.com/twoguystwoquestionspodcast📷 Instagram → https://www.instagram.com/twoguystwoquestionspodcast/🔗 Spotify → https://open.spotify.com/show/55biAbx1bhTGWjdjox9BDo 🔖 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below! (Or we're bringing back the squeaky toys)

    48 min
  2. My FedEx Guy Thinks I Have a Massive Rat Infestation - EP 47

    MAR 21

    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 a severe rat problem. He also shares a story about a botched late-night "aerial burial" for a dead snake while his neighbor watched. They discuss the absolute nightmare of neighborhood group texts before Ryan hits Jarrod with a mind-bending question: Would you rather instantly lose every memory you've ever had, or lose every friend you have? To wrap things up, they discuss what kind of music or entertainment festival they would run if they were promoters, and Jarrod reveals his biggest, most stressful fear about hosting a massive Comic Con. 🎧 Hosted by: Jarrod and Ryan 💡 What You’ll Learn in This Episode: ✔️ Why Jarrod's FedEx guy thinks he's buying massive amounts of rat poison ✔️ Attempting an “Aerial Burial” for a Dead Snake ✔️ Why Ryan absolutely refuses to join his neighborhood's gossip group text ✔️ Dogs used to be able to roam free  ✔️ The ultimate debate: Would you rather lose all your memories or lose all your friends? ✔️ What kind of festival Ryan would throw if he was an event promoter ✔️ Jarrod’s biggest fear when hosting thousands of people at a Comic Con 🎙 Follow Two Guys, Two Questions: 📘 Facebook → https://www.facebook.com/twoguystwoquestionspodcast 📷 Instagram → https://www.instagram.com/twoguystwoquestionspodcast/ 🔗 Spotify → https://open.spotify.com/show/55biAbx1bhTGWjdjox9BDo 🔖 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below! (Or we're bringing back the squeaky toys)

    40 min
  3. The Great Chick-fil-A Pickle Conspiracy - EP 46

    MAR 14

    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 first-ever trip to the urologist for a vasectomy consult. Ryan chimes in with his own vasectomy experience from 20 years ago, proving it's not as scary as it sounds. The guys also dive into a wide mix of topics, starting with why the Cincinnati area is a goldmine for holy grail vintage Kenner toys and prototypes. They debate their polar-opposite real estate negotiation styles, tell the origin story of the Inner Geek brand, and go on an epic rant about fast-food economics—including why Jarrod absolutely refuses to eat cold subs at Jimmy John's and Chick-fil-A's "pickle bill." 🎧 Hosted by: Ryan and Jarrod 💡 What You’ll Learn in This Episode: ✔️ Why Cincinnati is a hotspot for six-figure vintage Star Wars toy prototypes ✔️ Jarrod's health wake-up call and Ryan's practical mindset for avoiding weight gain ✔️ What actually happens at a vasectomy consult (and the surprising cost) ✔️ Two very different ways to negotiate a real estate deal ✔️ The origin story of the Inner Geek brand and the value of planning your business ✔️ Why scaling a restaurant nationally comes down to nickeling and diming the "pickle bill" 📇 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 sell your “six-figure collection” for pennies while you’re not looking. 😈 ⭐ Produced by Icons of Real Estate – iconsofrealestate.com

    57 min
  4. Modern Actors in Classic Roles - EP 45

    FEB 28

    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 (probably not what you think). From random food survival hacks to the band lineup for an upcoming event, this episode is all over the place—just how we like it. 😂 Not to mention, we dive deep into the Andy Griffith show (recast with modern celebs, of course) and get into some serious talk about guns and silver.. Think you can survive without a plan? Think again. 🔫💰 🔥 What You’ll Hear: The ultimate apocalypse food survival plan (Spoiler: it’s mostly chili and spaghetti) Jarrod's questionable culinary skills (think: macaroni, cheese, and mayonnaise) Life in Eastern Kentucky: Guns, silver, and prepping for the end of the world Ryan's prepper dilemma: Should we all just move to a bunker? A whole lot of randomness with a sprinkle of nostalgia (we’re looking at you, Andy Griffith cast!) 🎧 Don’t forget to subscribe, leave a review (or else squeaky toys come back), and share this with a friend who’s down for the wild ride! 🚀 📇 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 sell your “six-figure collection” for pennies while you’re not looking. 😈 ⭐ Produced by Icons of Real Estate – iconsofrealestate.com

    56 min
  5. Hoarder With a Business License - EP 44

    FEB 21

    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 a real conversation about collectibles, contracts, regret, mortality, and what your “stuff” is actually worth. From warehouse-sized buying decisions to AI confidently getting snake medication wrong, this one goes everywhere — and somehow still lands on a question that’ll stick with you: If you could know the exact date and cause of your death — but couldn’t change it — would you want to know? 🎧 Hosted by: Ryan & Jarrod 💡 What You’ll Hear: ✔️ Why collectibles can lose value fast when you’re forced to sell ✔️ The warehouse decision that changed everything ✔️ Contracts, fear, and analysis paralysis ✔️ The reality of non-competes and enforcement ✔️ AI getting things confidently wrong ✔️ A collector story that turns into a lesson on legacy ✔️ Why most “valuable” stuff becomes someone else’s problem ✔️ The death-date question that flips the whole episode 📇 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 sell your “six-figure collection” for pennies while you’re not looking. 😈 ⭐ Produced by Icons of Real Estate – iconsofrealestate.com

    1h 2m
  6. Retirement Plan is "Just Get Rich." - EP 43

    FEB 14

    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 conversation blends humor with unexpected depth. This episode explores what truly matters, the reality of entrepreneurship, and why sometimes the biggest problems are just high-class inconveniences. It’s unfiltered, reflective, and classic Two Guys energy. 🎧 Hosted by: Ryan & Jarrod 💡 Key Themes: ✔️ Perspective vs. frustration ✔️ Risk, debt, and financial independence ✔️ Pet ownership and emotional priorities ✔️ Generational retirement differences ✔️ Business ambition vs. peace of mind 📇 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. 🐍

    57 min
  7. Business or Friendship? - EP 42

    JAN 17

    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 navigating the complexities of working with friends in business. With humor and raw honesty, they reflect on the challenges of maintaining friendships in a professional setting and the impact of expectations on personal relationships. The episode also touches on funny and insightful stories from their personal lives, including New Year’s adventures, internet flings from the '90s, and learning how to balance the pursuit of money with the value of experiences. Get ready for a mix of hilarious anecdotes and thoughtful reflections on life, growth, and friendship. 🎧 Hosted by: Ryan & Jarrod 💡 What You’ll Hear: ✔️ A fascinating comic book collection story and why memories matter more than money ✔️ The tricky balance of friendship and business, and why the buddy system isn’t always easy ✔️ Personal stories about New Year's and a trip to the beach that turned into a hilarious adventure ✔️ Lessons learned from the pressures of mixing work and personal life ✔️ Thoughts on monetizing hobbies and why it can kill the joy of doing what you love ✔️ Reflections on loyalty, boundaries, and expectations in friendships 📇 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

    48 min
  8. Two guys, no Camera - EP 41

    JAN 3

    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 transactions, craftsmanship, holiday traditions, friendships, and Comic-Con memories, the conversation explores slowing down, appreciating the present, and finding joy without constantly chasing the next goal. 🎧 Hosted by: Ryan & Jarrod 💡 What You’ll Hear: ✔️ Amish culture, work ethic, and real-world real estate challenges ✔️ Navigating nontraditional transactions without modern technology ✔️ Holiday traditions and redefining what celebration really means ✔️ Family dynamics and the importance of chosen friendships ✔️ Why monetizing everything can steal joy ✔️ Reflections on balance, perspective, and being present ✔️ Comic-Con stories and lessons from unexpected experiences 📇 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

    42 min
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Trailer

Ratings & Reviews

5
out of 5
3 Ratings

About

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. 🎙️😂

Information

  • Creator
    Ryan Keeton & Jarrod Greer
  • Years Active
    2025 - 2026
  • Episodes
    49
  • Rating
    Explicit
  • Copyright
    © Ryan Keeton & Jarrod Greer
  • Show Website
    Two Guys, Two Questions