Lost $100K on His First Flip—Now He Closes 30 Deals a Month and Owns a $20M Portfolio | Tommy Harr

In this episode, I sat down with Tommy Harr—a friend, powerhouse investor, and someone I respect deeply in the real estate game. Tommy shares how he went from losing $100K on his very first flip to owning over $20 million in real estate and consistently closing 30+ deals a month. We talked about the gritty lessons that built his empire—cold calling, TV ads, building a sales team, and mastering construction. He also opens up about the sacrifices he made early on, like living in his own living room, and how social media became a powerful tool for raising millions in private capital. If you're trying to go from stuck to scaling, this one’s a real blueprint.

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About Tommy Harr:

Tommy Harr is a real estate investor based in Columbus, Ohio, who transitioned from a home inspector to a real estate entrepreneur. By the age of 27, he achieved financial freedom through real estate investing. Tommy has completed over 200 wholesale deals, renovated more than 150 properties, and manages a portfolio of 70 rental units valued at $15 million, along with 25 in-house managed short-term rentals. He is the founder of the Real Side Real Estate Community, where he mentors aspiring investors nationwide.

Connect with Tommy Harr

• Website: Real Side Real Estate

• Instagram: @tommyharr05

• TikTok: @tommyharr05

• LinkedIn: Thomas Harr

• Linktree: linktr.ee/tommyharr05

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About Justin:

After investing in real estate for over 17 years and almost 3000 deals done, Justin has created a business that generates 7 figures in active income through wholesaling and fix and flipping as well as accumulating millions of dollars of rental properties including 5 apartment buildings, 50+ single family homes, and 1 storage facility

Justins longevity in real estate is due to his ability to look around the corners, adapt to changing markets, perfecting Raising private capital, and focusing on lead generation which allows him to not just wholesale and fix & flip, but also accumulate wealth through long term holds.

His success in real estate led him to start The Entrepreneur DNA podcast and The Science Of Flipping podcast and education company, and REI LIVE where he’s actively doing deals with members. He has coached and mentored thousands of aspiring and active investors over the last decade.

Connect with Justin:

• Instagram: @thejustincolby​
• YouTube: Justin Colby​
• TikTok: @justincolbytsof​
• LinkedIn: Justin Colby