Jul 6, 2026 · 40 min · 11 segments
Most business owners invest in real estate the same way they run their business in the early days doing everything themselves, trusting their gut, and skipping the team that would actually get them to…
Paul H. GrahamHostMatthew OwensGuest
thinking about real estate investing or ultimately you are investing in real estate, especially if you're a business owner, is really one thing and that is outsourcing, right? So want to keep things yourself, right? You really want that control and insight and focus.

But as a business owner, you're probably doing that yourself too within your business, which is probably why you've not grown your business that much.

That's at least something that I've seen being a serial entrepreneur, real estate investor, even a commercial real estate broker.

And we're going to go through a number of things today of like, because to then grow your business.

Certainly, I've had a number, or not a number, but a different types of experience within commercial real estate, residential, even short-term rentals, a number of different asset classes.

And today, Matthew and I are going to go through those different examples so that we can really help you understand, hey, should I invest in other projects outside of myself or should I keep them in-house, right? Should it be more of a single family or should it be more a commercial deal? I had a great year.

thinking about real estate investing or ultimately you are investing in real estate, especially if you're a business owner, is really one thing and that is outsourcing, right? So want to keep things yourself, right? You really want that control and insight and focus.

But as a business owner, you're probably doing that yourself too within your business, which is probably why you've not grown your business that much.

That's at least something that I've seen being a serial entrepreneur, real estate investor, even a commercial real estate broker.

And we're going to go through a number of things today of like, because to then grow your business.

Certainly, I've had a number, or not a number, but a different types of experience within commercial real estate, residential, even short-term rentals, a number of different asset classes.

And today, Matthew and I are going to go through those different examples so that we can really help you understand, hey, should I invest in other projects outside of myself or should I keep them in-house, right? Should it be more of a single family or should it be more a commercial deal? I had a great year.
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