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August 29, 2025 39 mins

Learn more about Luke and Hello Pro: https://thehellopro.com


From oil & gas engineer to 200+ real estate deals a year — Luke Winter’s story is proof that betting on yourself pays off. In this episode, I sit down with Luke to talk about walking away from corporate, scaling to hundreds of deals, exiting his investing company, and now helping investors dominate motivated seller marketing through TV ads with Hello Pro.

We cover:

  • How becoming a father pushed Luke to take the leap into real estate

  • The mindset shift from employee to entrepreneur

  • Scaling to 200+ deals a year and successfully exiting

  • Why TV ads are one of the most underutilized strategies in real estate marketing

  • The power of masterminds, community, and paying to sit at the right table

  • How to stop wasting leads by improving your systems and conversions


About Luke Winter
Luke Winter is the founder of Hello Pro, a TV advertising agency helping real estate investors generate motivated seller leads at scale. After walking away from a successful career in oil & gas, Luke built and scaled a real estate business to over 200 deals a year before exiting and launching Hello Pro. Today, he combines his operator experience with innovative marketing strategies to help investors dominate their markets.

Learn more about Hello Pro: https://thehellopro.com
Follow Luke on Instagram: https://www.instagram.com/lukeerwintv


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About Justin:

After investing in real estate for over 18 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:

 


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