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. 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
  2. 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
  3. 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
  4. 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
  5. 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
  6. The zoo - EP 40

    12/20/2025

    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 reflects on selling a building that is now owned by Jarrod, who operates a reptile business out of the space, and what it feels like to watch someone else step fully into an opportunity you once considered. This candid conversation explores mindset, comparison, confidence, and learning to trust your decisions even when doubt creeps in later. 🎧 Hosted by: Ryan & Jarrod 💡 What You’ll Learn: ✔️ Why doubt often shows up after decisions are made ✔️ How comparison can distort confidence ✔️ The importance of trusting your past choices ✔️ Reframing regret into reflection ✔️ Why growth often feels uncomfortable 📇 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

    52 min
  7. TikTok Terrors -EP 39

    12/13/2025

    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 break down the "Happy Holidays vs. Merry Christmas" debate, talk about the impact of social media on society, and dive into personal stories, including Jarrod’s reptile show and Ryan's ongoing home generator dilemma. Plus, they reflect on the future of their podcast and the possibilities for monetization. 🎧 Hosted by: Ryan & Jarrod 💡 What You’ll Learn: ✔️ The unexpected effects of TikTok’s algorithm ✔️ Funny fishing stories and personal experiences ✔️ The pros and cons of installing a home generator ✔️ A heated discussion on Christmas greetings ✔️ Tyler Childers and controversial opinions on music ✔️ Social media’s role in shaping today’s culture ✔️ The podcast’s goals and potential monetization ideas ✔️ How algorithms influence personal preferences and content consumption 📇 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

    52 min
  8. Black Friday Strategies - EP 38

    12/06/2025

    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 perspective on retail promotions to Jarrod’s tips on crafting thoughtful offers, this episode has it all. They also share a bit of personal life, discussing everything from their families to their biggest learning moments in business. Plus, Ryan’s violin saga brings a unique twist to the conversation! 🎙 Key Topics Discussed ✔️ Black Friday Sales Strategies – What works and what doesn't ✔️ The impact of big sales events on retail business ✔️ How to handle real estate negotiations without getting stuck in arbitrary offers ✔️ The evolving commercial property market and downtown revitalization ✔️ The personal side of business – Family dynamics, mental health, and balancing life ✔️ Real-world stories: Violin sales, holiday experiences, and unexpected wins 📇 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
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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
    46
  • Rating
    Explicit
  • Copyright
    © Ryan Keeton & Jarrod Greer
  • Show Website
    Two Guys, Two Questions