

Property Management Frame Breakers
Vendoroo
The Property Management Frame Breakers podcast is about showcasing the innovators who are reshaping property management. It profiles leaders who have "broken the frame" by rethinking traditional practices and excelling with bold, unconventional strategies.
Episodes
Mentioned books

Jun 21, 2025 • 20min
Ep 41 | 4 Frame Breaking Property Management Leaders
In this bold, eye-opening mini-episode, Pablo Gonzalez takes you inside the minds of today’s most forward thinking property management leaders — the property management voices who aren’t waiting for change, but actively shaping it.From Mark Brower’s radical take on ownership, to Jordan Muela’s fearless decision to rebuild his business, to Jay Berube’s sharp insights on navigating AI disruption, and Mark Ainley’s brilliant local content strategy.These leaders aren’t just reacting. They’re engineering operational breakthroughs, scaling property management businesses, and future-proofing their models against disruption.You’ll learn:⚡ Why radical ownership expands your influence (and your future)🔥 What it takes to break through growth plateaus and rebuild from the ground up🤖 How AI is reshaping roles, not eliminating people — and why complacent leaders will be left behind🎙 How local podcasts and content are trust-building power moves🚀 Listen now to break out of the safe zone, claim your space as an agentic leader, and build a business so sharp, so future-proof, even disruption can’t touch you.💡 Want more conversations that cut through the noise?Stay Connected with the guests and Vendoroo:🤝 Connect with Mark Brower on Linkedin🤝 Connect with Mark Ainley on Linkedin🤝 Connect with Jay Berube on LinkedIn🤝 Connect with Jordan Muela on LinkedIn🎙️ Connect with Pablo Gonzalez on LinkedIn📬Subscribe to Vendoroo's Weekly Newsletter💼 Follow Vendoroo on LinkedIn🌐 Visit Vendoroo's WebsiteChapters:00:00 Introduction: Changing the Game00:20 Radical Ownership with Mark Brower05:14 Breaking Growth Plateaus with Jordan Muela11:35 Navigating AI Disruption with Jay Berube15:32 Building Trust through Local Content with Mark Ainley

Jun 18, 2025 • 29min
Ep 40 | Irrelevance (Not AI) is the Real Threat to Property Managers w/ Jo-Anne Oliveri
What happens when a property manager turns tragedy into purpose and a book into a movement?In this episode of Property Management Frame Breakers, Pablo Gonzalez sits down with PM coach and author Jo-Anne Oliveri to explore how the future of property management will be won, not by those clinging to the past, but by those courageous enough to lead through change.From writing a book before AI was even a thing, to rewriting it with AI today, Jo-Anne shares her deeply personal journey, bold industry observations, and unapologetic belief that the biggest threat to property managers isn’t AI, it’s irrelevance.Together, they unpack:💥 Why AI is your “forever teammate,” not your replacement📚 How publishing a book created a brand and a client filter🔁 What it means to shift from task-based to trust-based service🛠 Why maintenance isn’t hard, managing expectations is🧠 How emotional intelligence and AI can finally coexist at scaleThis episode is part wake-up call, part roadmap, and part manifesto for a new era of PM, where clarity replaces chaos, and courage replaces fear.🎧 Listen now and discover how to build the business that builds you back.🌟 Stay Connected with Us:🤝 Connect with Jo-Anne Oliveri on LinkedIn🎙️ Connect with Pablo Gonzalez on LinkedIn📬Subscribe to Vendoroo's Weekly Newsletter💼 Follow Vendoroo on LinkedIn🌐 Visit Vendoroo's WebsiteChapters:02:35 Turning Pain into Purpose from Tragedy and Clarity05:28 A Broken System that Sparked the Blueprint08:12 The Trust-Based Business Revolution11:30 The Industry Crossroads - AI or Irrelevance14:20 The Maintenance Myth (And Why It’s Already Solved)17:16 From Process to Personalization (The New Role of PMs)20:34 Who’s Leading PM Into the Future? Scar vs. Wound23:05 Leading with Courage and Why Start Now24:12 Why AI Isn’t the Threat—Self-Preservation Is25:10 Teaching AI to Speak Your Voice25:55 Why PMs Must Redesign Their Teams Around Tech26:30 The Business That Builds You Back

Jun 14, 2025 • 14min
Ep 39 | More Doors ≠ More Money. THIS Does.
Every door you manage takes time, energy, and risk. But what if the real wealth isn’t in managing more doors, it’s in owning more of them?In this episode of Property Management Frame Breakers, Pablo Gonzalez unpacks a seismic question from Mark Brower, sparked on a desert drive home from the Grand Canyon:"Is it too hard to scale?" or 'Even if I scale it… will it still matter?”Sparked by Warren Buffett’s timeless advice and Peter Lohmann’s Top 20 PM Companies list, this conversation is a wake-up call for anyone stuck on the treadmill of operational growth.Pablo unpacks how the game is changing and what the smartest PMs are doing instead:🔁 Why even top property management companies are showing cracks (churn, consolidation, and unsustainable scaling models)🤖 How AI in property management, regulatory pressure, and the generational wealth transfer are reshaping the ground beneath your business🏗 Why the next wave of PMs aren’t just scaling, they’re building leverage through real estate ownership💼 How Tracy Streich, Nicholas Cook, and Ed Kirch are compounding wealth by owning, not just managingIf you’re still counting doors, it’s time to ask a harder, better question:Are you building a business the future still wants or one the present is already outgrowing?🎧 Listen now and discover why the future belongs to those who own, not just manage.📬 Want more than what’s in the episode?Subscribe to Vendoroo’s Weekly Newsletter for fresh insights, future-ready strategies and the next wave of ideas shaping property management.🌟 Stay Connected with Us:🎙️Connect with Pablo Gonzalez on LinkedIn📬Subscribe to Vendoroo's Weekly Newsletter💼 Follow Vendoroo on LinkedIn🌐 Visit Vendoroo's WebsiteChapters:01:05 The Uncomfortable PM Truth in Peter Lohmann’s Top 2002:10 What Are You Really Scaling and Why?03:15 The Hidden Win in 300 Doors04:10 The Three Earthquakes: AI, Regulation, and Generational Shift05:45 2030 Is 2025 on Fast-Forward06:30 When Property Management Becomes the Problem07:15 PM As Flywheel, Not Finish Line08:05 Tracy Streich Turning Friction into Equity08:45 Nicholas Cook Building the Forever Fund09:25 Ed Kirch Owning the Majority of His Own Doors10:00 From ROI to ROA (Return on Agency)10:40 The Real Risk: Scaling the Vanishing Layer

Jun 11, 2025 • 46min
Ep 38 | The "Lunch-First" Door Growth Flywheel w/ Ed Kirch
What if your daily lunch routine is the secret key to unlock company growth?In this episode of Property Management Frame Breakers, Pablo Gonzalez, Chief Evangelist of Vendoroo, sits down with Ed Kirch —a property manager who turned 300 units into a long-term wealth engine, owning 220 of them himself — to unpack how he transformed his PM company into a wealth-building machine.You’ll learn:🥪 Why relationship capital is the most undervalued asset in property management📈 How self-directed IRA partnerships fund deals without bank loans🛠️ How sweat equity becomes real equity in 50/50 partnerships🚫 Why avoiding refis and focusing on long-term ownership builds lasting freedomIf you’re a property manager wondering how to fund deals without your own capital, create high-trust equity partnerships, or transition from vendor to investor—this episode is your blueprint.🎧 Listen now and discover how Ed Kirch’s “Lunch-First” strategy, deal structure, and slow growth mindset can change the trajectory of your business.🌟 Stay Connected with Us:🤝 Connect with Ed Kirch on LinkedIn🎙️ Follow Pablo Gonzalez on LinkedIn💼 Follow Vendoroo on LinkedIn🌐 Visit Vendoroo's WebsiteChapters:00:00 How “Courage Property Management” Was Born02:35 Owning vs. Managing for Others04:45 The First Big Deal at 2107:20 Partnering Through Sweat Equity10:12 Finding Investors in Unlikely Places13:45 50/50 Deal Structure & Why It Works16:10 Creating Upside From Day One18:55 Why Relationships Are Ed’s Real Marketing22:30 Operationalizing Relationship Building25:05 Boots-on-the-Ground Marketing28:00 Sourcing Deals Through Lunch & Mailers31:30 Building the Engine That Funds Itself34:20 Wealth Over Wages: The Long Play36:40 Investing Through Strategic Patience38:15 Mastering the Art of the Long Lunch Close40:05 How to Avoid the Refinance Trap42:10 Building a Business That Buys Time, Not Just Doors44:30 Real Estate Partnerships That Actually Work47:00 How to Structure Safe, Simple Equity Deals49:15 The Deal That Turned $250K Into $1M

Jun 7, 2025 • 21min
Ep 37 | Agentic AI vs Generative - The Difference Everyone’s Talking About (But No One’s Explaining)
Everyone’s asking if AI will take your job. But it's time to start asking if you’re ready to hire it.In this solo deep dive, Vendoroo’s Chief Evangelist, Pablo Gonzalez, makes the most important distinction in today’s AI conversation: the difference between generative AI and agentic AI and what it really takes to build an AI you can trust like a teammate.Because Agentic AI is picking up speed and it’s not just automation anymore.It’s ownership. And for the first time, property managers are seeing what that really means: from AI agents answering phones and resolving work orders, to reshaping how companies scale without burning out their team.Pablo breaks down:🔄 The real difference between generative AI (the genie) and agentic AI (the terminator)🧩 What makes an AI actually agentic and what most platforms get wrong🧠 How agents train like teammates, not tools⚠️ The 3 ways tech vendors are “selling” agents and who’s putting PMs at risk🤝 Why emotional intelligence and human-in-the-loop oversight still matter mostIf you’ve ever wondered how far AI can go or what it takes to build one that actually works, this episode is the clarity you didn’t know you needed.🎧 Listen now and step into the future of property management, one shift at a time.🎟️ Want to go deeper? See what it actually looks like when AI stops assisting and starts leading. Pablo will be one of the featured speakers at Flipping the AI Switch, our virtual summit happening June 11.Join him and other industry leaders as they unpack the models, mindsets, and mistakes shaping the next era of AI in property management.🔗 [Register in show notes]🌟 Stay Connected with Us:🎙️ Follow Pablo Gonzalez on LinkedIn💼 Follow Vendoroo on LinkedIn🌐 Visit Vendoroo's WebsiteeChapters:00:00 The Moment We've Been Talking About Is Here01:10 From “AI Might Help” to “AI Might Replace You”02:18 Time Is Shrinking: The 5-Year Future Is Now03:50 Genies vs. Terminators: The AI You’re Not Ready For06:40 Beyond Human Limits: What Agentic AI Can Actually Do08:28 Can You Train AI Like a Teammate?10:15 Will Your Tech Stack Set You Free or Trap You?11:40 The 3 Kinds of AI Builders (And Who You Should Trust)13:32 Who’s Already Building Their Own AI Teams?15:20 Why Generic AI Falls Flat in Real-Life Property Management17:06 Designing AI That Feels Human (Because It Has To)18:45 AI Without Oversight Is a Time Bomb20:04 We Tried Scaling Without Guardrails (Here’s What Broke)21:32 The 6 Questions You Should Ask Before Hiring an Agent22:32 Why The Future’s Not Coming (It’s Updating).

Jun 4, 2025 • 1h 8min
Ep 36 | Collapsing Time To Scale A Property Management Company w/ Sylvie McCraken
Think you're too new to scale? Think again. In this episode of Property Management Frame Breakers, Pablo Gonzalez, Chief Evangelist of Vendoroo, sits down with Sylvie McCraken to unpack what it really takes to build a modern property management business from scratch—and scale it faster than anyone thinks possible.You’ll learn how Sylvie:⚡ Compresses 5-year goals into 1 through strategic mentorship🚪 Builds trust by doing the unscalable—from open houses to 15-min callbacks🧠 Designs systems for scale before scale even arrives💬 Closes sales without pitching—just smart, empathetic questioning🤖 Uses AI to spike the ball, not set it—delegating everything but trustSylvie opens up about the real mindset behind growth, the sales psychology behind a killer listing, and why callback speed and trust are your greatest assets in today’s market.Whether you're managing 30 doors or on your way to 3,000, this conversation will challenge what you think is possible—and give you the strategic firepower to get there.🎧 Listen now and discover how collapsing time, building trust, and borrowing confidence can transform your growth curve. To Register for the upcoming AI Virtual Summit: Visit Flipping the AI Switch🌟 Stay Connected with Us:🤝 Connect with Sylvie McCracken on LinkedIn🎙️ Follow Pablo Gonzalez on LinkedIn💼 Follow Vendoroo on LinkedIn🌐 Visit Vendoroo's WebsiteChapters:00:00 Collapsing Time: The Concept That Changed Everything03:48 Why Investing Early Beats DIY Learning07:12 Building a Flywheel from the Ground Up10:40 Doing What Doesn’t Scale to Win Early15:25 Automation Is Not the Answer (Yet)18:15 Business Is a Full Contact Sport22:04 Scaling Backwards: Building Systems Before You Need Them26:40 The Power of Borrowed Confidence and Cross-Industry Transfer31:03 Property Listings Are Sales Copy (Not Admin Tasks)34:10 No-Pitch Sales and Owning Your Value39:05 Record, Rewatch, Rework: Athletes Watch Tape41:00 AI as the Setter, You as the Spiker44:37 Operationalizing Fast Response for Trust & Conversion47:28 PM’s Future: Strategic Availability and Tech-Enabled Trust51:20 Cody Sanchez, Business Acquisition, and Collapsing Time Again58:01 Horizontal vs. Vertical Expansion in Property Management1:04:30 Date Before You Marry: Smarter Business Partnerships

May 31, 2025 • 16min
Ep 35 | Randall Henderson’s Radical Reframe of What Property Managers Deserve
You’ve heard vendors pitch tech before—feature flexes, roadmap bravado, one-size-fits-all stacks.But Randall Henderson isn’t here to play that game.As COO of Rentvine, he’s pushing a philosophy most platforms are too afraid to embrace: don’t build for control—build for context.This isn’t about flashy dashboards or lock-in contracts. It’s about giving the property manager the steering wheel—with tech that adapts, empowers, and stays invisible unless needed.In this bold, frame-breaking episode of Property Management Frame Breakers, Randall and Pablo dig into:Why true platform power means letting go of controlHow Rentvine’s open architecture puts PMs in charge of their stackWhat it means to make the PM the hero of the tech story—not the afterthoughtAnd why the most radical move in proptech might just be empathyIf you’ve ever felt boxed in by your stack, overwhelmed by tools that don’t get your day-to-day, or hungry for a platform that finally gets it—this one’s for you.You’ll learn:🧠 Why PMs must evolve from task-doers to strategic advisors🌐 How open tech stacks are flipping the script on legacy platforms👨💼 What Gen Alpha and Millennial investors actually expect from PMs🤖 Why AI isn’t here to replace you—it’s here to reveal your next move🔧 How Rentvine empowers PMs through design, not dependenceWhether you’re scaling, pivoting, or just tired of feeling invisible, this episode reminds you that the future of PM belongs to the ones who show up—and build it, together.🎧 Listen now and step into the future of property management, one shift at a time.🌟 Stay Connected with Us: 🤝 Connect with Randall Henderson on LinkedIn 🎙️ Follow Pablo Gonzalez on LinkedIn💼 Follow Vendoroo on LinkedIn🌐 Visit Vendoroo's WebsiteChapters:00:00 Why NARPM Feels Like Family for PMs02:15 Community: The Most Underrated PM Growth Strategy03:30 Why Rentvine’s Founders Built for PMs, Not Just Tech05:04 Different > Better: The Key to PM Relevance07:50 PM First, Always: Rentvine’s No-Tenant, No-Owner Rule10:00 AI That Empowers PMs, Not Replaces Them13:20 Serve the PM First, Always

May 28, 2025 • 1h 1min
Ep 34 | Owning Rentals- How To Get There & How It Makes You A Better Property Manager w/ Tracy Streich
Owning rentals is both, low hanging fruit for property managers, and the best way to build wealth. So why don't more property managers do it??In this episode of Property Management Frame Breakers, Pablo Gonzalez, Chief Evangelist of Vendoroo, sits down with Tracy Streich, to unpack what happens when property managers become investors—and how owning property shifts everything from vendor loyalty and operational speed to team stability, cash flow, and real retirement options. Tracy shares how he went from accidental landlord to multi-exit entrepreneur tracing the portfolio he built, step by step, from heat-of-the-moment rent collections to a 70+ property flywheel.🎧 Listen now and learn how go from managing other people’s wealth to building your own.🌟 Stay Connected with Us: 🤝 Connect with Tracy Streich on LinkedIn 🎙️ Follow Pablo Gonzalez on LinkedIn💼 Follow Vendoroo on LinkedIn🌐 Visit Vendoroo's WebsiteChapters:00:00 Calendar Chaos03:21 Why This Conversation Matters06:44 The First Rental & The Wake-Up Call11:20 2008 Crash & The Accidental PM Pivot14:35 Investor First, PM Second20:15 Why Being Your Own Client Changes Everything23:44 Vendor Trust & Strategic Exclusivity26:30 Operationalizing the Investor Flywheel32:20 The Off-Market Advantage35:55 Owner Financing: The Win-Win Move43:12 A 3-House Deal Breakdown47:50 Ancillary Income vs Real Wealth54:04 Creative Financing & Partnering With Owners58:20 Exit Strategy & Retirement1:04:12 The Inflation Hedge

May 24, 2025 • 55min
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 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 Website🚀 Vendoroo 90-day free promo (AI receptionist, AI triage, AI troubleshooting, and work order creation): ttps://info.vendoroo.ai/2025-free-offer/Offer Ends Dec 31, 2025Chapters: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

May 21, 2025 • 13min
Ep 32 | An AI Agent Crashes The Podcast! (My Mindblowing Conversation With An AI Maintenance Receptionist)
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


