#245: The Real Estate Rundown with Owen and Ted

In this Real Estate Rundown episode, Chris Pomerleau returns for a deep dive into the systems, structure, and strategies that have helped him scale his real estate empire. Fresh off his crowd-favorite talk at the REIA Mastery Series, Chris joins Ted and Owen to unpack the business side of investing—from managing thousands of units to navigating capital raises and complex partnerships.

Chris shares how every real estate deal is built around a business plan, and why thinking like a CEO—rather than a deal chaser—sets you apart. He opens up about how his team organically raised over $100 million from more than 700 investors, how they underwrite conservatively to reduce risk, and how they structure deals to protect investor capital with preferred returns and in-house property management.

The conversation covers everything from creative financing and partnerships to underwriting, market trends, and the value of hiring a business coach. Chris explains how systems like EOS helped his team define their roles, scale efficiently, and make room for real growth without burning out. He also breaks down why he's still bullish on the Midwest and how he's using data, cost segregation, and smart tax strategies to stay ahead.

This episode wraps up with a key Golden Nugget on the difference between actual cash value and replacement value in insurance policies—something every investor should understand before disaster strikes.

It’s packed with honest insights, practical advice, and a rare look behind the scenes of one of the fastest-scaling investors in the country. And don't forget—Wednesday’s episode features Chris’s full REIA Mastery Series speech.

Enjoyed the episode? Share it with a friend in real estate and leave us a 5-star review. You can connect with Chris at [e-mail] or find him on Instagram and TikTok. 

You can Join the Omaha REIA - https://omahareia.com/join-today
Omaha REIA on Facebook - https://www.facebook.com/groups/OmahaREIA
Check out the National REIA - https://nationalreia.org/
Find Ted Kaasch at www.tedkaasch.com
Owen Dashner on Facebook https://www.facebook.com/owen.dashner
Instagram - https://www.instagram.com/odawg2424/
Red Ladder Property Solutions - www.sellmyhouseinomahafast.com
Liquid Lending Solutions - www.liquidlendingsolutions.com
Owen’s Blogs - www.otowninvestor.com
www.reiquicktips.com
Propstream - https://trial.propstreampro.com/reianebraska/
RESimpli - https://resimpli.com/omahareia/
Timber Creek Virtual - https://timbercreekvirtual.com/services/
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