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From Teacher Earning $30k to a $100 Million Portfolio: How Todd Dexheimer Built a Killer Real Estate Operation & The Future-proof Asset Class He’s Going After

In this crazy, highly-debated and often confusing real estate market, it can be hard to know what to do to be in a great spot once the smoke clears. Do we flip homes, acquire commercial properties, or do we look to a niche that’s recently faced some challenges? 

My guest has been faced with this decision a couple of times – starting in 2008, when he entered a melting real estate market as a former teacher. Today, he manages over $100 million in real estate, and he has found strategies to raise money, buy low and reduce risk in this market. 

How did he raise money when he first got into real estate? What long-term asset class should we be looking into right now before the market turns? 

In this episode, I’m joined by the CEO of Venture D Properties and the host of Pillars of Wealth Creation, Todd Dexheimer. We talk about getting his start in real estate, leaving teaching, and why he’s buying up assisted living properties.


Watch the Full Episode:

I wouldn’t be nearly as good an investor if it was all my own capital. – Todd Dexheimer


Things You’ll Learn In This Episode

The beginnings of a $100 million portfolio
How did a teacher earning $32k/year raise the money to invest? 

Why Todd is super cautious when it comes to flips
How do we create multiple exit strategies in a flip, and should we be flipping at all right now? 

How to approach syndication deals with integrity and responsibility
Why does Todd believe that syndication deals and working with private money make him a better investor?



Guest Bio 

Todd Dexheimer is the CEO of Venture D Properties, LLC and host of Pillars of Wealth Creation. He started investing in Real Estate in 2008 in mainly single-family homes & small multi-family. Since 2008 he has purchased and renovated over 1,500 units. Todd has completed over 150 flips, while using those profits to build his rental portfolio.

Todd has bought and sold over $100 million of investment real estate and currently owns $85 million of multi-family, Senior Assisted Living and commercial properties in 5 states(Minnesota, Wisconsin, Kentucky, Ohio, Tennessee). His current focus is on syndicating value-add Senior living and multi-family communities.

For more information, visit

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