Join us as we explore real estate from every angle — whether you’re a first-time homeowner, a seasoned realtor, or an industry insider. We bring you real stories, expert advice, and fresh perspectives to help you make sense of the ever-changing housing market.
Ep 15: The Entrepreneur's Regret with Mat Lewczenko
Mat Lewczenko, author of best-selling "The Entrepeneur's Regret" joins Chuck to talk about his unusual background, and his even-more unusual take on work-life balance. Mat talks about the importance of not leaving those you love behind, in our quest for success.
Listeners can order his book and companion materials, with a special discount for Accidental Realtor listeners by going to NoRegretsBlueprint.com, and putting in discount code "Accidental" at checkout.
Your discount code is live! "ACCIDENTAL" all caps gets the whole package for just $10.
15 May 2026
Russ Laggan is Followable
Meet Russ Laggan, VP of Growth for eXp, and keeper of all the stats, all the philosophies, some colorful thoughts, and colorful clothes to match. Russ drops his strong perspective on what is happening in the real estate industry. Pick up his book, Be Followable, today!
17 Apr 2026
Ep 13: The 2026 Playbook with Ben Barber: Navigate the New Real Estate Landscape
The real estate industry is in upheaval, and "Clear Cooperation" has been turned upside down. We’re talking pocket listings, institutional investor crackdowns, and why your brand on YouTube is your most important asset in 2026. Check out the full episode of The Accidental Realtor with Chuck Gallup, Steve Smith, and special guest Ben Barber.
13 Mar 2026
Ep 12 - Holly Mabery: From radio morning-show DJ to Chief Brokerage Officer of eXp.
We made it sound simple, but it's not: Holly is another accidental realtor, but she has shown integrity every stop of the way. Holly was an early voice of reason in adapting to the new environment. Hear her take on the NAR Settlement, and her brokerage's response.
20 Feb 2026
Episode 11: The Honorable Jimmy Francis
Mayor of South St Paul, MN. Blue-suit wearing, chaos-causing hometown hero Jimmy joins us to talk about his humble, service-oriented roots, on our latest episode of the Accidental Realtor.
30 Jan 2026
Ep 10: NOw that's funny: From Comedian to Realtor, it's Mark Kalogeropoulos
Shhhhh! Don't tell anyone his real name isn't Mark Poolos. Mark embodies everything being an "accidental realtor" is about. Mark started 'dabbling' in real estate. And that's all he wanted to do; until he saw the possibilities, and what a team like River Road could do for him. Hear Mark's story on an all-new Accidental Realtor.
9 Jan 2026
It's the End of the Year As We Know It (And We Feel Fine)
Your favorite accidental realtors reflect on the year behind, and year ahead. Fresh off a slew of goal-setting meetings, Chuck and Steve discuss what is in store for the market, and for themselves, personally.
26 Dec 2025
Ep 8: Edwin Adams - Student and Instructor of Leadership
Edwin Adams is a true change agent in the leadership sphere. Hear him talk about his thoughts about making a difference in the world. There was even room for Steve to learn some tips!
12 Dec 2025
Ep 7: Struan Robertson-Niche Expert of a General Nature
Struan is NOT a realtor. But he understands some of this better than anyone. Which is why Chuck and Steve don’t want him to be a realtor: He’d be stiff competition. Struan has worked across a number of industries, including a stint working with gigs that got him on a little network called the “BBC”.
Tristan is the co-creator of LabCoat Agents, the biggest online collaborative platform for realtors, with over 150,000 subscribers. If you can get 150,000 realtors together in a virtual room, you have a talent. Tristan has an honest take on the industry you won’t hear just anywhere.
14 Nov 2025
5th Episode - Leo Pareja- eXp CEO and Frequent “Smartest Guy in the Room”
Leo is the “big boss” of eXp Realty. Leo leads Chuck and Steve through his “rags to riches” story, which so many realtors have…but they had never heard the story before. Leo gives Chuck and Steve his sought-after take and forecast on the industry.
31 Oct 2025
Casey O’Toole- My Linked Solutions- This Is A Relationship Business
Casey O’Toole and Chuck go way back. So does Chuck’s success with Casey’s platform, which leverages LinkedIn to bring professionals a lot of credibility in their respective industries. Remember: LinkedIn not just for adults; it’s for realtors, too.
17 Oct 2025
Jackie LaLonde- Loan Depot- What Is Going On In The Market?
Jackie LaLonde from Loan Depot talks about the market, leadership in her industry, and generally shows Chuck and Steve why she is so likeable.
3 Oct 2025
Tyler Mount: Get your *%& Together
Meet special guest Tyler Mount. He is a Real Estate Coach, a Tony-Award Winning Producer, and an all-around loveable human. He got his start coaching Ryan Serhant. He helps Chuck. He can certainly help you.
19 Sept 2025
What is this nonsense
In this first episode, get to know Chuck and Steve, and what this podcast is about. Learn how they both got started in this adventure.
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