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97: Eliminate. Automate. Delegate. The Order Matters.
97: Eliminate. Automate. Delegate. The Order Matters.

Most real estate investors reach a point where the business is working but they are still doing everything themselves. Mike Deaton built a vacant lan…

2 months, 2 weeks ago

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96: The Handoff Test Every Short-Term Rental Host Needs to Take
96: The Handoff Test Every Short-Term Rental Host Needs to Take

If your STR operation only works because you are the one running it, you do not have a system. You have a bottleneck.

In this episode, I sit down wit…

2 months, 3 weeks ago

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95: "I Don't Have Time" Is Killing Your Real Estate Business
95: "I Don't Have Time" Is Killing Your Real Estate Business

Most real estate entrepreneurs are busy, but are they building something that lasts?

In this episode, I sit down with Debbi DiMaggio, a 35-year real …

3 months ago

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94: The Affordable Housing Niche Most Investors Overlook
94: The Affordable Housing Niche Most Investors Overlook

More deals does not automatically mean more structure. At some point, the business grows faster than the systems holding it together.

In this episode…

3 months, 1 week ago

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93: Don't Buy Another Deal Until You Hear This
93: Don't Buy Another Deal Until You Hear This

A deal looks good on paper. The numbers work. The operator sounds confident. But something in the back of your mind keeps asking whether you are seei…

3 months, 2 weeks ago

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92: Astrology for Entrepreneurs: Can It Help You Make Better Business Decisions?
92: Astrology for Entrepreneurs: Can It Help You Make Better Business Decisions?

I was skeptical of astrology my entire life. Then I started seeing patterns. Here's my experience and how I think about using it as a real estate ent…

3 months, 3 weeks ago

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91: Hospitable's AI Tools: What Works and What Doesn't in 2026
91: Hospitable's AI Tools: What Works and What Doesn't in 2026

A year and a half ago I did a full Hospitable review covering the core features I loved. That episode is linked below. A lot has changed since then.

3 months, 4 weeks ago

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90: Your Business Shouldn't Depend on You Working 24/7
90: Your Business Shouldn't Depend on You Working 24/7

If you’re growing a real estate business, you’ve probably felt it. More deals, more properties, more moving parts… but not more time. The pressure bu…

4 months ago

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89: 0 to 280 Agents: What It Really Takes to Scale a Real Estate Business
89: 0 to 280 Agents: What It Really Takes to Scale a Real Estate Business

If you’re building a real estate business and feel like everything still runs through you, you’re not alone. At a certain point, working harder stops…

4 months, 1 week ago

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88: Manufactured Housing: The Operationally Demanding Asset Class Worth Your Attention
88: Manufactured Housing: The Operationally Demanding Asset Class Worth Your Attention

Most real estate entrepreneurs don’t hit a ceiling because of a lack of opportunity. They hit it because they’re doing too much themselves. The deals…

4 months, 2 weeks ago

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