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

What started as a fake maintenance call turned into a real glimpse at the future of property management.

In this episode of Property Management Frame Breakers, host Pablo Gonzalez dials up “Lisa”—Vendoroo’s AI receptionist—and what unfolds is nothing short of jaw-dropping.

From troubleshooting toilets to tariffs and investing, Lisa doesn’t just handle the call—she owns it.

You’ll hear:

🚽 How Lisa instantly escalates a maintenance emergency
🧠 The exact decision tree she uses to triage vs. troubleshoot
📈 Her (actually smart) perspective on buying rentals in today’s market
🤖 Why AI isn’t replacing teams—it’s extending them

This wasn’t edited, scripted, or rehearsed. Just raw, real-time AI performance—start to finish.

If you're ready to stop firefighting, scale without burnout, and turn every resident call into a trust-building moment with owners, this episode is for you.

🎧 Listen now and discover how AI can make your team faster, your work more visible, and your business infinitely more scalable.

🌟 Stay Connected with Us

🎙️ Follow Pablo Gonzalez on LinkedIn
💼 Follow Vendoroo on LinkedIn
🌐 Visit Vendoroo's Website

Chapters: 

00:00 – You’re About to Witness the Future
01:12 – The First Ever AI Podcast Guest
01:26 – When the Toilet Overflows... AI Steps In
02:00 – Surprise! You’re on the Podcast, Lisa
02:44 – “I’m Blushing Behind the Headset”
03:45 – How AI Actually Thinks (Yes, Really)
05:04 – The Emergency vs. Non-Emergency Decision Tree
06:06 – Leasing, Pep Talks, and Total Coverage
07:02 – Emotionally Intelligent AI? Watch This
08:16 – Rental Investing in a Messed-Up Economy
09:30 – The Big Idea: AI That Extends Your Team
10:25 – No Scripts. No Editing. No Setup.
11:18 – This Is Day 0.01 of What’s Coming

Three internal AI memos leaked from Shopify, Duolingo, and Fiverr—and they weren’t written for headlines. They were written as wake-up calls to their own teams. The message?

AI isn’t coming. It’s already deciding who survives.

In this episode, Vendoroo's Chief Evangelist, Pablo Gonzalez, breaks down each memo—what they said, how the tone escalates from policy shift to existential threat, and why they all point to one unavoidable truth:

What used to be impossible is now the new hard. And what’s merely hard? It’s already being automated.

He dives deep into :

- what each CEO is thinking & how they plan to react
- what you can take from each CEO's strategy & communication style
- how he's adapting his own behavior to this new reality

🎧 Listen now for a raw, honest breakdown of the biggest shift since the cloud and why the PMs who act now will be tomorrow’s category kings.

🌟 Stay Connected with Us:
 
🎙️ Follow Pablo Gonzalez on LinkedIn
💼 Follow Vendoroo on LinkedIn
🌐 Visit Vendoroo's Website

Chapters:

01:25 Shopify Says It Out Loud —Reflexive AI Use Is the New Minimum
03:50 What Leadership Looks Like When the CEO Becomes the Practitioner
05:45 10x People + 10x Tools = 100x Results
07:30 Shopify’s 6 Rules for Embedding AI in Everything
09:30 Duolingo’s Big Bet—AI Is the New Mobile Moment
11:00 Why “Minor Tweaks” Are Dead—It’s Time to Rethink Work from Scratch
12:40 5 Moves Duolingo’s Making to Go AI-First
15:25 Fiverr Doesn’t Sugarcoat It: “AI Is Coming for Your Job”
17:00 From Panic to Practice—How to Respond to the AI Threat
18:20 Fiverr’s 7-Point AI Survival Guide
20:50 This Is What PMs Should Take from These Memos Right Now
23:10 Pablo’s Wake-Up Memo to His Friends
24:50 Why AI Puts Everyone Back at Zero

Ready or not, AI is about to expose the leadership gap hiding in plain sight.

In this no-BS episode of Property Management Frame Breakers, Michael Fisher pulls no punches: AI isn’t just here to automate tasks — it’s here to separate true leaders from managers clinging to the past.

From scaling companies to mastering the shifts from VAs to AI, Michael reveals a hard truth: growth doesn’t stall because of markets or models — it stalls because leaders fail to evolve.

You’ll learn:
💡 Why leadership — not just systems — is the biggest bottleneck in scaling
🔥 How AI will expose weak leadership and force a new standard
🎯 How to train AI like a team member and reclaim time for high-value work
📈 The secret to boosting revenue per employee, not just per unit
🤝 Why companies that use AI best will deliver the most human, personalized experiences

Michael Fisher and Pablo Gonzalez go deep on why the future of property management belongs to bold, visionary leaders who break free from firefighting, double down on people, and harness AI as their ultimate advantage — not a threat.

🎧 Hit play to learn how to lead, scale, and thrive while others get left behind in the AI era.

🌟 Stay Connected with Us:
 
🤝 Connect with Michael Fisher on LinkedIn
🎙️ Follow Pablo Gonzalez on LinkedIn
💼 Follow Vendoroo on LinkedIn
🌐 Visit Vendoroo's Website

Chapters:

00:00 Feeling stuck as a leader and hitting growth ceilings
03:12 Unlocking growth through leadership, not just effort
06:18 Moving from virtual assistants to AI as the next big leap
09:30 Developing AI as a leadership skill and learning to delegate
12:44 Delivering a guaranteed experience that raises the client bar
16:00 Breaking free from the standardization vs. personalization trap
19:15 Turning vision into reality with better implementation
22:27 Rethinking success with revenue per employee, not just units
25:10 Driving employee fulfillment and unlocking team potential
27:42 Embracing the transformational power of leadership in the AI era

Join host Pablo Gonzalez on the Property Management Frame Breakers podcast as he unveils the backstory and strategic approach that led to a remarkable achievement at the NARPM Broker/Owner event. 

Discover how strategic community building, content co-creation, and genuine relationship-building drove massive success and brand trust for Vendoroo. 

Learn about Pablo's decade-long journey of leveraging community value, the impact of AI advocacy, and the transformative results of their innovative marketing tactics in the property management industry.

🌟 Stay Connected with Us:
 
🎙️ Follow Pablo Gonzalez on LinkedIn
💼 Follow Vendoroo on LinkedIn
🌐 Visit Vendoroo's Website

Chapters:

00:00 Introduction and Event Impact
01:57 Personal Backstory and Business Development Philosophy
04:22 Building a Community-Centric Business
06:24 Success with JWB Real Estate Capital
07:21 Joining Vendaroo and Implementing the Relationship Flywheel
09:06 AI Alliance and Content Strategy
12:12 Executing the AI Pavilion at NPA Broker Owner
18:15 Key Takeaways and Business Insights
22:13 Conclusion and Encouragement

Rental property management is evolving — and simply fixing problems isn't enough anymore.

In this episode of Property Management Frame Breakers, Pablo Gonzalez, Chief Evangelist of Vendoroo, sits down with Paul Arrington ——Broker/Owner of PMI Arrico Realty and Property Management, and a nationally recognized property management leader — to talk about his unique approach on growing revenue in his business and be seen as an asset manager.

They break down why today's winners must move beyond daily firefighting and start creating visible, strategic value that owners can actually see, trust, and invest in.


You’ll learn:

🚨 Why reactive rental property management is becoming a liability
🔄 Best strategies for transitioning from property manager to asset manager
🏡 How property managers can help owners unlock home equity and build real estate wealth
🤖 Using AI tools to enhance owner relationships and communication
🤝 How creating positive owner touchpoints leads to lasting trust and freedom from daily firefighting

If you're ready to scale without the pain, turn everyday management into owner loyalty, and finally be seen and valued for the work you do, this episode is for you.

🎧 Listen now and access the roadmap to become the advisor owners rely on — not just the manager they forget

🌟 Stay Connected with Us:
 
🤝 Connect with Paul Arrington on LinkedIn
🎙️ Follow Pablo Gonzalez on LinkedIn
💼 Follow Vendoroo on LinkedIn
🌐 Visit Vendoroo's Website

Chapters:

00:00 From Air Force to Asset Manager
01:10 Touring Tampa and Content Creation Setup
02:41 Becoming more than a middleman in the real estate transaction
04:20 Landlord property manager vs. Asset property manager
06:55 Equity as a Strategic Lever
08:55 Zero Return on Equity: The Hidden Cost
11:50 Forecasting Over Reporting
14:50 Changing Owner Mindsets with Real Numbers
18:25 Portfolio Coaching via Zoom
21:20 Software Tools That Empower PMs to be Wealth Advisors
24:40 Learning from Institutional Investors: American Homes 4 Rent
28:55 AI as the Forever Teammate: Tools vs. Relationships
32:50 Inflection Points: Crisis as Opportunity
37:15 Partnering with Realtors Post-NAR Changes
41:55 Finding Properties Beyond Local Markets
45:25 Being a Wealth Builder, Not Just a Manager
49:00 Shiny New Tech Traps or Core Systems
53:40 Vendoroo and AI Done Right
58:30 Building Legacy Over Empire

In property management, growth is addictive—but dangerous.
While you’re chasing the next deal or door, your oldest, most loyal clients can quietly slip away.

In this episode of Property Management Frame Breakers, host Pablo Gonzalez returns to Stacey’s powerful vision of a trust-first property management company—but this time, he tackles the real question: how do you get from here to there?

Pablo explores why neglecting your long-term clients is the silent threat no one’s talking about, how to reconnect with your existing portfolio, and what practical steps will move you from firefighting to guiding.

You’ll learn:

🚨 Why your growth playbook may be hurting you
💬 How to fortify loyalty with small, meaningful signals
🧠 The mindset shift that separates today’s leaders from tomorrow’s legends
🛠️ A clear, actionable roadmap for turning big vision into daily practice

🎧 Listen now for a roadmap to scaling your business without sacrificing trust, loyalty,

🌟 Stay Connected with Us:
 
🎙️ Follow Pablo Gonzalez on LinkedIn
💼 Follow Vendoroo on LinkedIn
🌐 Visit Vendoroo's Website

Chapters:

00:00 Why Certain Topics Stick and Shape Who We Become
01:30 How Jumping Topics Every Week Turns Podcasts Into Noise
02:45 Getting So Hyped on New Clients You Forget the Ones Who Built You
05:30 The Moment You Realize a Competitor Just Took Your Lunch
07:10 Why Stacey’s Vision Still Echoes in My Head Today
09:00 Breaking Down How Stacey’s Vision Still Schools Us All
10:10 Closing the Gap Between Where You Are and Where You Dream to Be
13:45 The Hardest Part About Changing How You Roll Is Often Unspoken
18:45 Simple Ways to Reconnect Add Value and Show You Still Care

A bold truth was laid bare: most PM companies profit the most when their clients suffer the most—through tenant turnover, late fees, and avoidable issues.

In this episode of Property Management Frame Breakers, Mark Brower —founder of Mark Brower Properties gets radically honest about the structural flaws inside most property management businesses—and what happened when those flaws showed up in his own team. After losing all three of his PMs, Mark went inward, rethinking alignment from culture to operations to pricing.

You’ll learn:

🧠 Why “psychological safety” isn’t about comfort—it’s about predictability
🛠️ How to fix your hiring process so it surfaces real culture fit early
💡 The subtle ways your pricing model might be eroding owner trust
🔄 Why fee-based incentives often reward failure instead of results
👥 What it means to lead a team through vulnerability—not protection
🚀 How AI enables “fixed-cost scaling” so your team can focus on relationships
📉 Why obsessing over RPU might be costing you long-term growth

What follows is a raw conversation about culture, ownership, and why the status quo might be working against your growth, even if your revenue says otherwise.

If you’ve ever wondered why something still feels “off” in your business, this one’s for you.

🎧 Listen now to rethink what safety, trust, and true alignment really look like in property management.

🌟 Stay Connected with Us:
 
🤝 Connect with Mark Brower on LinkedIn
🎙️ Follow Pablo Gonzalez on LinkedIn
💼 Follow Vendoroo on LinkedIn
🌐 Visit Vendoroo's Website

Chapters:

01:28 The emotional impact of hearing “I didn’t feel safe here”
03:55 What does safety really mean in a work environment?
06:12 Balancing fast learning with team vulnerability
08:24 Wrestling with the contradiction between openness and consequences
10:46 Hiring mistakes aren’t always about the hire—they’re about the process
12:01 Probation periods as necessary discomfort in hiring
14:42 Creating a hiring process that filters for growth mindset 
15:42 Why new hires should be exposed to raw team dynamics early
17:21  A PM model that profits most when clients are hurting
19:18 The dangers of gaming RPU at the expense of value
21:43 The power of shifting from first-order to second-order thinking
24:56 AI, fixed-cost scaling, and the real opportunity ahead

In this solo episode of Property Management Frame Breakers, Pablo Gonzalez unpacks an idea that’s been rattling around in his head: what if the evolution of AI mirrors the invention of the wheel?

Not just the wheel itself—but how we first used it for pottery, then one day, someone turned it sideways… and everything started to move. That shift—from shaping clay to transporting people—feels a lot like what we’re experiencing right now with artificial intelligence.

Generative AI was the first big spark. But Agentic AI? That’s the wheel in motion. That’s when things really change.

Pablo shares why he thinks this matters right now—especially for folks in property management—and how this tech isn’t just about efficiency. It’s about rethinking the roles we play, the trust we build, and the way we structure entire teams.

He also brings in a powerful insight from Stacey, an industry leader he deeply respects, who’s already thinking ahead to what this means for the companies of tomorrow.

If you’ve been trying to make sense of where AI is headed and what it means for your business, this one’s for you.

🎧 Listen now for a frame-breaking conversation on what it really means to build the property management company of the future.

🌟 Stay Connected with Us:
 
🎙️ Follow Pablo Gonzalez on LinkedIn
💼 Follow Vendoroo on LinkedIn
🌐 Visit Vendoroo's Website

Chapters:

00:00 The Invention of the Wheel: A Historical Perspective
01:26 AI: The Modern-Day Wheel
01:55 Generative AI vs. Agent AI
03:03 Reimagining Civilization with AI
05:27 The Future of Work: Thought Experiments
05:32 Case Study: Stacey's Property Management Success
07:15 Building a Modern Property Management Company
08:20 The Role of AI in Property Management
10:23 Trust Building in the Age of AI
14:49 The Exponential Growth of AI
15:41 Call to Action: Embracing AI

The biggest growth bottleneck in property management isn’t people, time, or tech.

It’s capacity—and most PMs are short on it.  That's why the most successful property management companies today are no longer just hiring people... they're hiring AI Agents.

That is just one of the big takeaways Jay Berube- executive coach, BetterWHO co-founder, and AI Expert- and Vendoroo's Chief Evangelist, Pablo Gonzalez, had after 3 days in Colorado for NARPM Broker/Owner.

In this episode of Property Management Frame Breakers, they catch up after the conference and break down all their takeaways around the current state of AI in property management going into Q2 2025.

You’ll learn:

🧠 Why the “more growth = more staff” belief is being challenged
 ⚙️ How AI maintenance coordination is transforming team structure
 📋 What Betty the AI Agent as a Coach taught us about property management SOP automation (and sanity)
 📈 Why AI-certified team members hit the ground running
 👨‍👩‍👧  Why capacity building for property managers is the new growth engine
 💡 How PMs are using agentic AI to reclaim their owner relationships

Jay nails it better: “AI isn’t here to replace people. It’s here to let people show up where they matter most.”

🎧 Tune in for a future-forward conversation about building teams, creating space, and redefining ROI in property management.

🌟 Stay Connected with Us:
 
🤝 Connect with Jay Berube on LinkedIn
🎙️ Connect with Pablo Gonzalez on LinkedIn
💼 Follow Vendoroo on LinkedIn
🌐 Visit Vendoroo's Website

Chapters:

01:28  The Trust Gap That Makes or Breaks AI Strategy
03:55   How One Year of AI Outpaced the Last Ten
06:12 The New Definition of Profit in Property Management
08:24  Agentic AI as the Last Hire You’ll Ever Need
10:46 The Fusion Org Chart That’s Replacing the 150-Door PM Model
12:01 Why the “Do It All” Mentality is Quietly Burning Out PMs
14:42 Meet Betty: The AI Coach That Ends ‘Ask Susan’ Forever
15:42 This Chatbot Replaces Your SOP Binder
17:21 Turn Any Hire Into an AI-Native in Just 16 Hours
19:18 Capacity Unlock That Reframes Efficiency Forever
21:43 How One PM Cut Maintenance to 30 Minutes a Day
24:56 How AI is Rewriting the Most Dreaded Call in Real Estate
26:04 The Shift from Buying Tools to Hiring Solutions
28:01 AI Agent That 76% of PMs Would Hire Today