Property Management Frame Breakers

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 advantageIf 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 WebsiteChapters:00:00 The Zero Churn Mindset in Property Management06:30 Building Owner Trust Through Radical Transparency08:45 Financial Transparency Tools That Win Owner Trust14:00 Proactive Maintenance Touchpoints That Boost Retention16:50 Proactive Owner Communication Best Practices22:40 Scaling with Remote Team Management Excellence25:20 Remote Teams as a Competitive Advantage30:15 Leading Through Change and Business Transformation35:40 Driving Business Growth Through Digital Transformation38:10 Using AI to Streamline Property Management Operations43:55 Aligning Teams with AI for Smarter Workflows46:20 Developing an AI Policy for Property Management Success51:30 Innovating for Long-Term Property Management Success54:00 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 themThis 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 WebsiteChapters: 00:00 – You’re About to Witness the Future01:12 – The First Ever AI Podcast Guest01:26 – When the Toilet Overflows... AI Steps In02:00 – Surprise! You’re on the Podcast, Lisa02:44 – “I’m Blushing Behind the Headset”03:45 – How AI Actually Thinks (Yes, Really)05:04 – The Emergency vs. Non-Emergency Decision Tree06:06 – Leasing, Pep Talks, and Total Coverage07:02 – Emotionally Intelligent AI? Watch This08:16 – Rental Investing in a Messed-Up Economy09:30 – The Big Idea: AI That Extends Your Team10:25 – 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 WebsiteChapters:01:25 Shopify Says It Out Loud —Reflexive AI Use Is the New Minimum03:50 What Leadership Looks Like When the CEO Becomes the Practitioner05:45 10x People + 10x Tools = 100x Results07:30 Shopify’s 6 Rules for Embedding AI in Everything09:30 Duolingo’s Big Bet—AI Is the New Mobile Moment11:00 Why “Minor Tweaks” Are Dead—It’s Time to Rethink Work from Scratch12:40 5 Moves Duolingo’s Making to Go AI-First15:25 Fiverr Doesn’t Sugarcoat It: “AI Is Coming for Your Job”17:00 From Panic to Practice—How to Respond to the AI Threat18:20 Fiverr’s 7-Point AI Survival Guide20:50 This Is What PMs Should Take from These Memos Right Now23:10 Pablo’s Wake-Up Memo to His Friends24:50 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 experiencesMichael 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 WebsiteChapters:00:00 Feeling stuck as a leader and hitting growth ceilings03:12 Unlocking growth through leadership, not just effort06:18 Moving from virtual assistants to AI as the next big leap09:30 Developing AI as a leadership skill and learning to delegate12:44 Delivering a guaranteed experience that raises the client bar16:00 Breaking free from the standardization vs. personalization trap19:15 Turning vision into reality with better implementation22:27 Rethinking success with revenue per employee, not just units25:10 Driving employee fulfillment and unlocking team potential27:42 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 WebsiteChapters:00:00 Introduction and Event Impact01:57 Personal Backstory and Business Development Philosophy04:22 Building a Community-Centric Business06:24 Success with JWB Real Estate Capital07:21 Joining Vendaroo and Implementing the Relationship Flywheel09:06 AI Alliance and Content Strategy12:12 Executing the AI Pavilion at NPA Broker Owner18:15 Key Takeaways and Business Insights22:13 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 firefightingIf 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 WebsiteChapters:00:00 From Air Force to Asset Manager01:10 Touring Tampa and Content Creation Setup02:41 Becoming more than a middleman in the real estate transaction04:20 Landlord property manager vs. Asset property manager06:55 Equity as a Strategic Lever08:55 Zero Return on Equity: The Hidden Cost11:50 Forecasting Over Reporting14:50 Changing Owner Mindsets with Real Numbers18:25 Portfolio Coaching via Zoom21:20 Software Tools That Empower PMs to be Wealth Advisors24:40 Learning from Institutional Investors: American Homes 4 Rent28:55 AI as the Forever Teammate: Tools vs. Relationships32:50 Inflection Points: Crisis as Opportunity37:15 Partnering with Realtors Post-NAR Changes41:55 Finding Properties Beyond Local Markets45:25 Being a Wealth Builder, Not Just a Manager49:00 Shiny New Tech Traps or Core Systems53:40 Vendoroo and AI Done Right58:30 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 WebsiteChapters:00:00 Why Certain Topics Stick and Shape Who We Become01:30 How Jumping Topics Every Week Turns Podcasts Into Noise02:45 Getting So Hyped on New Clients You Forget the Ones Who Built You05:30 The Moment You Realize a Competitor Just Took Your Lunch07:10 Why Stacey’s Vision Still Echoes in My Head Today09:00 Breaking Down How Stacey’s Vision Still Schools Us All10:10 Closing the Gap Between Where You Are and Where You Dream to Be13:45 The Hardest Part About Changing How You Roll Is Often Unspoken18:45 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 growthWhat 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 WebsiteChapters: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 vulnerability08:24 Wrestling with the contradiction between openness and consequences10:46 Hiring mistakes aren’t always about the hire—they’re about the process12:01 Probation periods as necessary discomfort in hiring14:42 Creating a hiring process that filters for growth mindset 15:42 Why new hires should be exposed to raw team dynamics early17:21  A PM model that profits most when clients are hurting19:18 The dangers of gaming RPU at the expense of value21:43 The power of shifting from first-order to second-order thinking24:56 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 WebsiteChapters:00:00 The Invention of the Wheel: A Historical Perspective01:26 AI: The Modern-Day Wheel01:55 Generative AI vs. Agent AI03:03 Reimagining Civilization with AI05:27 The Future of Work: Thought Experiments05:32 Case Study: Stacey's Property Management Success07:15 Building a Modern Property Management Company08:20 The Role of AI in Property Management10:23 Trust Building in the Age of AI14:49 The Exponential Growth of AI15:41 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 relationshipsJay 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 WebsiteChapters:01:28  The Trust Gap That Makes or Breaks AI Strategy03:55   How One Year of AI Outpaced the Last Ten06:12 The New Definition of Profit in Property Management08:24  Agentic AI as the Last Hire You’ll Ever Need10:46 The Fusion Org Chart That’s Replacing the 150-Door PM Model12:01 Why the “Do It All” Mentality is Quietly Burning Out PMs14:42 Meet Betty: The AI Coach That Ends ‘Ask Susan’ Forever15:42 This Chatbot Replaces Your SOP Binder17:21 Turn Any Hire Into an AI-Native in Just 16 Hours19:18 Capacity Unlock That Reframes Efficiency Forever21:43 How One PM Cut Maintenance to 30 Minutes a Day24:56 How AI is Rewriting the Most Dreaded Call in Real Estate26:04 The Shift from Buying Tools to Hiring Solutions28:01 AI Agent That 76% of PMs Would Hire Today