PodcastsComedyTwo Guys, Two Questions

Two Guys, Two Questions

Ryan Keeton & Jarrod Greer
Two Guys, Two Questions
Latest episode

44 episodes

  • Two Guys, Two Questions

    Business or Friendship? - EP 42

    17/1/2026 | 47 mins.

    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

  • Two Guys, Two Questions

    Two guys, no Camera - EP 41

    03/1/2026 | 41 mins.

    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

  • Two Guys, Two Questions

    The zoo - EP 40

    20/12/2025 | 51 mins.

    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

  • Two Guys, Two Questions

    TikTok Terrors -EP 39

    13/12/2025 | 51 mins.

    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

  • Two Guys, Two Questions

    Black Friday Strategies - EP 38

    06/12/2025 | 47 mins.

    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

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About Two Guys, Two Questions

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. 🎙️😂
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