465 | What To Ask Before Hiring A Property Manager

Most investors know property management is critical to rental property success, but very few know the right questions to ask before choosing a manager. The truth is, better questions lead to better results.

On this episode, Gregg sits down with Kate Winter from JWB’s property management team to break down the key questions every investor should ask before hiring. You’ll learn how to spot if a manager’s incentives align with your goals, how their team and systems are built to deliver on the promise of consistent returns, and what separates the best from the rest.

They'll cover topics like:

- What is the telltale sign that will tell you that you can trust a PM longterm?
- How can property managers prioritize relationships in a way that adds value beyond the investment?
- Why is transparency so key to staying in the game as an investor?

If you’re serious about building a rental portfolio that performs for the long run, this conversation will show you how to evaluate property management the right way — before you sign on the dotted line.

Listen NOW!

Chapters:

00:00 Introduction and Welcome
01:57 Meet Kate Winter: Property Management Expert
03:19 Common Questions When Hiring a Property Manager
07:25 Understanding Property Management Fees
08:33 Maintenance and Goal Alignment
19:38 The Importance of Renewals
24:06 Resident Experience and Satisfaction
30:58 Aligning Goals for Better ROI
31:17 Ensuring Resident and Investor Satisfaction
31:41 Addressing Viewer Questions
32:06 Implementing AI in Property Management
34:04 Property Management Software
35:08 Maintenance Fees and Vendor Selection
39:19 Setting and Adjusting Rent
41:06 Unique Property Management Structure
43:41 Specialized Roles in Property Management
48:51 Client Service and Communication
51:16 Rapid Fire Q&A
59:34 Concluding Remarks and Upcoming Events

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