Listen On:
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
🔗 Links & Resources Mentioned
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
Connect with Us:
🌎 Visit our website
📧 Subscribe to our newsletter.
👆Click this LINK to select from our FREE Landlord Forms and Doc’s
🤳Text Us SMS text to 650-489-4447. We love questions and love letters, hate mail not so much!
📩Email us at: [email protected], [email protected]
✔️Course Waitlist: From Marketing to Move In, Place Your Ideal Tenant
📱 Follow us on Instagram, Facebook, & join our private Facebook group
🎧 Listen & Subscribe on Apple Podcasts, Spotify, or your favorite podcast app
Check out samples of our newsletter👇 If you love it, you can subscribe from there!
*This post contains affiliate links. We may earn a very small commission (at no additional cost to you) if you purchase from here. These small commissions are to benefit our business so thank you for your support.
Listen On:
Ever feel like you’re running a marathon but you can’t remember why you started running in the first place?
That was our entire 2025. Between two destination weddings, a home renovation that went 300% over budget (with roofers literally falling through our ceiling THREE TIMES), rental property turnovers, portfolio decisions, and trying to be present for our aging parents and adult kids—we were completely burnt out.
In this raw and honest episode, we’re pulling back the curtain on what really happened, why we had to hit pause on the podcast, and what we learned about saying no, setting boundaries, and protecting our time as landlords and business owners. We’re talking about the seven-plex we walked away from, the winter vacancies we’ll never do again, helping our son with his first rental property, and why our 2026 word is RESET.
If you’ve been feeling overwhelmed or like your rental business is running you instead of the other way around, this episode is for you. Let’s talk about what really matters.
What You’ll Learn in This Episode
- Why walking away from deals can be the smartest investment decision
- Real costs of home improvement projects (and why you should always add 40%)
- When to say no to opportunities that don’t align with your operating standards
- Strategies for rental turnovers during difficult seasons
- Why renewal strategy matters more than ever in today’s market
Connect with Us:
🌎 Visit our website
📧 Subscribe to our newsletter.
👆Click this LINK to select from our FREE Landlord Forms and Doc’s
🤳Text Us SMS text to 650-489-4447. We love questions and love letters, hate mail not so much!
📩Email us at: [email protected], [email protected]
✔️Course Waitlist: From Marketing to Move In, Place Your Ideal Tenant
📱 Follow us on Instagram, Facebook, & join our private Facebook group
🎧 Listen & Subscribe on Apple Podcasts, Spotify, or your favorite podcast app
Check out samples of our newsletter👇 If you love it, you can subscribe from there!
*This post contains affiliate links. We may earn a very small commission (at no additional cost to you) if you purchase from here. These small commissions are to benefit our business so thank you for your support.
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