Self-Managing vs Property Manager: Which Is Right for You?

A gold-colored background states the title “Should You Self-Manage Your Rentals?; Episode 112.”  There’s a picture of a microphone and photos of the hosts, Kevin Kilroy, Stacie Casella.

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Managing rental properties comes with a big decision: should you handle everything yourself or hire a property manager?

In this episode, Stacie Casella and Kevin Kilroy share the real pros and cons of self-managing versus outsourcing — from cost savings and control to the realities of late-night calls, legal paperwork, and burnout. Together, they discuss how each option fits different lifestyles, investment goals, and seasons of life.

You’ll hear stories from their own experience managing a Sacramento 6-plex, a long-distance four-plex in Idaho, and everything in between — plus practical tips to help you make the best decision for your business.

Whether you’re a new landlord just starting out or an experienced investor scaling up, this episode will help you confidently decide which management style supports your goals.

Discussed in this episode:

  • The biggest benefits of self-managing rentals
  • When hiring a property manager makes sense
  • How to evaluate your time, personality, and comfort with risk
  • Real examples from Stacie and Kevin’s portfolio
  • Recommended landlord tools and software for both approaches

Listen to Episode 39: 50+ Must-Ask Questions When Hiring a Property Manager, Pt.1

Listen to Episode 40: 50+ Must-Ask Questions When Hiring a Property Manager, Pt.2

Listen to Episode 79: Accounting Software Options for Real Estate Investors

Listen to Episode 84: Tenant Screening Software, What Landlords Need to Know

Listen to Episode 106: The Benefits of Being a Digital Landlord

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