Ep 33 | Getting To Zero Owner Churn w/ Robert Dell'Osso

What if you could achieve zero churn?

In this episode of Property Management Frame Breakers, Pablo Gonzalez, Chief Evangelist of Vendoroo, sits down with Robert Dell’Osso, President of MasterKey Property Management, to talk about how his approach to radical transparency is powering MasterKey’s growth while keeping all their existing clients.

You’ll hear why Robert believes:
📊 Transparent financial reporting is the ultimate loyalty tool
💬 Proactive communication beats reactionary service
🚀 AI frees your team to focus on what actually drives business growth
👥 Remote teams, when empowered, become your biggest advantage

If you’re a property manager wondering how to reduce churn, leverage AI to streamline maintenance, or build a future-proof, scalable team, this episode is packed with insights you can’t afford to miss.

🎧 Listen now and discover how MasterKey’s radical transparency, zero churn, and AI-driven strategies can reshape your company’s future.

🌟 Stay Connected with Us:

🤝 Connect with Robert Dell'Osso on LinkedIn 

📘 Subscribe to their Master Key Property Management YouTube Channel
🎙️ Follow Pablo Gonzalez on LinkedIn
💼 Follow Vendoroo on LinkedIn
🌐 Visit Vendoroo's Website

Chapters:

00:00 The Zero Churn Mindset in Property Management
06:30 Building Owner Trust Through Radical Transparency
08:45 Financial Transparency Tools That Win Owner Trust
14:00 Proactive Maintenance Touchpoints That Boost Retention
16:50 Proactive Owner Communication Best Practices
22:40 Scaling with Remote Team Management Excellence
25:20 Remote Teams as a Competitive Advantage
30:15 Leading Through Change and Business Transformation
35:40 Driving Business Growth Through Digital Transformation
38:10 Using AI to Streamline Property Management Operations
43:55 Aligning Teams with AI for Smarter Workflows
46:20 Developing an AI Policy for Property Management Success
51:30 Innovating for Long-Term Property Management Success
54:00 Making Transparency as Your Competitive Edge