Hustle Humbly Podcast

203: Property Management How To's


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Property management is one of the most requested topics we get—and for good reason.

It's complicated, it's system-heavy, and honestly… it's not for the faint of heart. 😅

So we brought back Matt (our very first guest!) to walk us through real, behind-the-scenes property management how-to's—from tenant screening to maintenance to handling HOAs and everything in between.

Matt shares how he built a scalable property management business, why most agents shouldn't treat it like a side hustle, and what it really takes to do it WELL.

If you've ever thought about adding property management to your business (or just want to better understand how it works), this episode is packed with practical insight and real-life stories.

Here's what we cover:

- How Matt got started managing 100+ units right out of the gate - Why property management requires systems—not just hustle - The biggest mistakes agents make when trying to "dabble" in management - How to screen tenants using a scoring system (not gut feelings) - Why owners should stay OUT of tenant decisions - Software tools that streamline everything (AppFolio, Tenant Turner, LeadSimple) - How to handle maintenance requests efficiently (and avoid unnecessary costs) - The truth about HOA management (and why it's not for everyone) - How to structure pricing beyond the traditional 10% model - What makes property management scalable and profitable - The challenges of balancing tenants, owners, and expectations - Why consistency, communication, and documentation matter - Real stories from the field (including situations you can't make up 😳) - How legislation and fair housing laws impact your day-to-day - Why relationships with agents matter in property management

Matt also shares how being involved at the state level helps him stay ahead of legal changes that directly impact landlords and property managers.

If you've been curious about property management—or wondering if it's worth adding to your business—this episode will give you a very real look at what it takes.

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Hustle Humbly PodcastBy Alissa Jenkins & Katy Caldwell

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