Property Management Frame Breakers

Vendoroo
  • 5.0 (9)
  • MANAGEMENT
  • UPDATED WEEKLY

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.

  1. 3D AGO

    Ep 95 | The AI-First Org Chart: How Modern PM Teams Are Actually Being Built

    AI isn’t “coming” anymore. It’s here. So now the question isn’t “Will AI replace my team?” It’s this: “What does my org chart look like when AI owns the tasks?” In this special mini-episode compilation of Property Management Frame Breakers, Pablo Gonzalez with Reza Keshavarzi, Jay Berube and Bill Davy break down how to build the AI-First Org Chart from the ground up—so you can stop guessing, stop bolting tools onto broken workflows, and start designing a team where humans and AI actually collaborate. You’ll get the clearest structural blueprint we’ve seen yet for how PM companies evolve from local → remote → agentic AI—without losing trust, culture, or the human edge. You’ll learn: 🧭 How to redesign your org chart when “task execution” becomes a commodity and what humans should own instead 🧠 Why the winners won’t be “AI experts,” but human experts who can translate real-world nuance into AI behavior 🏗️ What the AI-First Org Chart actually looks like—and the 3 human roles that become irreplaceable (community builder, storyteller/educator, hard-conversation specialist) 🛠️ How to onboard and manage AI like a real teammate—what to watch, what to train, and when to let it drive This isn’t a theory episode. It’s a blueprint episode. Because the companies that win won’t be the ones asking “Should we use AI?” They’ll be the ones who can answer one question clearly: “Where does AI sit on our org chart and what does that free our humans to become?” 🎧 Listen now to see how the AI-First Org Chart gives you a structure you can actually build from. 🌟 Stay Connected with Us: 🎙️Connect with Pablo Gonzalez on LinkedIn 🎙️ Connect with Pablo Gonzalez on LinkedIn 📬Subscribe to Vendoroo's Weekly Newsletter 💼 Follow Vendoroo on LinkedIn 🌐 Visit Vendoroo's Website 🚀 Vendoroo 90 days free promo (AI receptionist, AI triage, AI troubleshooting, and work order creation)  Offer ends Dec 31. Chapters: 00:00 The Big Question: Will AI Replace Us? 00:21 Introduction to the AI-First Org Chart 01:15 Understanding the Human-AI Collaboration 02:31 The Evolution of the Org Chart 04:21 The Future Org Chart: AI and Human Roles 06:14 Managing AI as a Digital Teammate 07:12 Conclusion: Embracing the AI-First Era

    9 min
  2. Ep 94 | Building an Investor-Grade Property Management Business w/ Peter Tverdov

    6D AGO

    Ep 94 | Building an Investor-Grade Property Management Business w/ Peter Tverdov

    What if the reason your PM business feels like chaos isn’t your team… it’s the type of doors you manage? In this episode of Property Management Frame Breakers, Pablo Gonzalez sits down with Peter Tverdov, a vertically integrated operator who’s proving a contrarian truth: quality doors scale, low-quality doors burn you out. They unpack how an investor-grade, turnkey model (brokerage + construction + management + systems) upgrades your entire business-margin, trust, retention, and growth- without worshiping door count. You’ll learn: 🔥 Why “bad doors” create the firefight (and how to escape it) 📈 The growth math: why revenue per door beats more doors 🏗️ What turnkey actually means when you’re vertically integrated 🤝 How to earn premium trust with investor language + investor-grade operations ⚙️ Why tech is a credibility signal, not a shiny object 🎧 Listen now if you’re ready to stop scaling stress and start building an investor-grade PM business that compounds. 🌟 Stay Connected with Us: 🤝 Connect with Peter Tverdov on LinkedIn 🎙️ Connect with Pablo Gonzalez on LinkedIn 📬Subscribe to Vendoroo's Weekly Newsletter 💼 Follow Vendoroo on LinkedIn 🌐 Visit Vendoroo's Website 🚀 Vendoroo 90 days free promo (AI receptionist, AI triage, AI troubleshooting, and work order creation):  https://info.vendoroo.ai/2025-free-offer/ Offer ends Dec 31. Chapters: 00:42 Solving Staff Burnout & Boosting Profits  02:20 The Scary Truth About Niching Down  02:55 Grading Your Portfolio: Why We Reject "C" Properties  04:50 The Math: Increasing Revenue Per Door (Without More Doors)  10:04 Merging Brokerage & PM: Stop Training Your Competition  13:10 The Construction Arm: Why We Only Do "Blueprint Jobs"  16:47 From Wall Street to Real Estate: Leveraging the Banker Mindset  21:14 Why Student Athletes Make the Best Property Managers  24:24 The "Renovation Showcase" Marketing Move  24:42 Moving Beyond Rent Collection to Financial Analysis  25:13 The Year-End Report: Making Invisible Work Visible  25:47 Prospecting Your Own Clients for New Deals  28:22 "I Didn't Know You Did That": Upselling Existing Owners  29:03 The $1M Net Worth Rule: Vetting New Clients  30:41 The "Silver Platter" Strategy: Flipping Homes to Clients  39:00 Pete and the Robots: Using AI to Signal Sophistication  44:35 Speaking the Language of High-Net-Worth Investors

    51 min

  3. DEC 20

    Ep 93 | The Injustice Of The Holidays For Property Managers & A Way To Break Out!

    What if the most unfair part of property management… is the part no one talks about? The holidays. While everyone else is unplugging, property management teams are on-call because the “small” maintenance issue that’s no big deal in September becomes a full-blown emergency when tenants have family in town and the oven dies at 6 PM on Christmas Eve. In this episode of Property Management Frame Breakers, Vendoroo's Chief Evangelist, Pablo Gonzalez, calls out the holiday injustice baked into the PM operating model and shares a practical way to break out of the firefight this season, not “someday.” You’ll hear the real story of how Vendoroo evolved from onboarding like a SaaS company… to onboarding like a new teammate: an AI agent that can plug into your PMS, learn how you actually run maintenance (vendors, escalation rules, real policies), and start taking work off your team’s plate within an hour. You’ll learn: 🎄 Why the holidays expose the “always-on” trap in property management 📞 How an AI voice receptionist can handle calls, route requests, and create work orders (without phone trees) 🧠 The difference between AI that assists and AI that owns outcomes 🛠️ How troubleshooting + triage reduces unnecessary work orders and lowers your open WO count ⏱️ Why this isn’t “software to learn”, it’s a teammate that raises its hand when it’s unsure To make it real, Vendoroo is offering a 90-day risk-free trial of its entry-level package built to give your team breathing room during the most stressful time of the year. If you’ve been curious about Vendoroo but never had the right moment… this is the moment. 🎧 Listen now and give your team the gift of getting off the phone. 🌟 Stay Connected with Us: 🎙️Connect with Pablo Gonzalez on LinkedIn 🎙️ Connect with Pablo Gonzalez on LinkedIn 📬Subscribe to Vendoroo's Weekly Newsletter 💼 Follow Vendoroo on LinkedIn 🌐 Visit Vendoroo's Website 🚀 Vendoroo 90 days free promo (AI receptionist, AI triage, AI troubleshooting, and work order creation)  Offer ends Dec 31. Chapters: 00:00 Why the Holiday Season Is Rigged Against PM Teams 00:08 Confessions of a Newcomer 00:21 When “Small Maintenance” Becomes a Holiday Emergency  00:53 Our Response: The 90-Day Risk-Free Trial  01:03 The Package: AI Receptionist + Triage Agent  01:15 Automating the Work Order Creation Process  01:32 Why SaaS Onboarding Fails (and Why This Isn’t That) 02:12 Challenging the Team to Fix Onboarding  02:27 The 1-Hour Setup: How AI Learns Your Policies Instantly  03:11 From "Software Tool" to "Teammate with Judgment"  03:56 Your New Holiday Strategy: Tip of the Spear AI  04:46 A 40% Reduction in Open Work Orders (The ROI) 05:06 The "Friend Test": Why You Should Try It Now  05:49 Why We Have 2% Churn (98/100 Clients Stay)  06:37 A Holiday Wish… and a Challenge to Give Your Team a Break

    7 min
  4. Ep 92 | Convincing Your Clients To Buy More Rentals: The Case For It w/ Justin Anderson

    DEC 17

    Ep 92 | Convincing Your Clients To Buy More Rentals: The Case For It w/ Justin Anderson

    What if the market isn’t as expensive as it looks? And what if, beneath the headlines, the rates, and the noise, real estate is actually on sale right now? In this episode of Property Management Frame Breakers, investor and author Justin Anderson joins Pablo Gonzalez to break down one of the most eye-opening frameworks we’ve ever brought to the show: Why real estate has never been cheaper in real terms… and why almost no one sees it. Using gold as a value yardstick (instead of the dollar), Justin reveals how today’s market—despite record prices—may be the greatest buying opportunity of the last 70+ years. But this episode isn’t just about deals. It’s about identity, freedom, and the mindset shift property managers must make to build the wealth they help others create. You’ll learn: ✨ Why “scaling to 50 doors” is a trap 🎯 How to distinguish between a Pioneer (who gets arrows in their back) and a Settler (who makes money) 🏡 Why your next big move isn’t finding a new client, it’s buying your next rental If you’re a property manager, an investor, or someone who feels stuck waiting for “the right time,” this conversation will change how you see the market and your future...forever. 🎧 Listen now and discover why the next best investment decision of your life might be the one you make today. 🌟 Stay Connected with Us: 🤝 Connect with Justin Anderson on LinkedIn 🎙️ Connect with Pablo Gonzalez on LinkedIn 📬Subscribe to Vendoroo's Weekly Newsletter 💼 Follow Vendoroo on LinkedIn 🌐 Visit Vendoroo's Website Chapters: 00:42 How Industry Events Reveal Where the Money Is Going Next 02:17 Why Top Operators Don’t Just Attend Events - They Position Themselves 03:49 What PMs MUST Know About Today’s Market 03:59 The Investor PMs Are Learning From Right Now 05:00 The Golden Age of Real Estate (and Why PMs Win First) 09:57 The Value Hack Every PM Should Use to Advise Investors 18:22 How to Talk to Owners Who Think Prices Are “Too High” to Buy 25:18 Why PMs Should Stop Trying to Scale Like Gurus 36:31 Investor Lens vs. Homeowner Lens 37:1How PMs Identify Appreciation Before It Happens 49:18 Your Real Retirement Plan 55:37 The 2 Purposes of Money Every PM Should Teach Investors 01:03:10 Where PMs Are Headed Next (and Why It’s Bigger Than Management)

    1h 2m

  5. DEC 13

    Ep 91 | "AI Won't Fix Your Process" Is Old AI Thinking!

    That belief is everywhere in property management, and it’s understandable. Most AI people have experienced was layered onto legacy software, automating bad rules faster and relying on burned-out humans to hold everything together. This episode was inspired by a thoughtful post from Peter Lohmann, who rightly pointed out that businesses should identify their biggest constraint before rushing into AI. Constraint theory matters. Where this conversation picks up is the next question: what if our expectations of AI are anchored to what it used to be? In this episode, we explore the difference between AI as a tool and AI as a teammate. One that can do the work, ask better questions, and surface gaps between what teams think is happening and what’s actually happening, especially in maintenance. The takeaway is simple: the right AI doesn’t need perfect standards before it starts. It can help teams discover what their standards really are. 🌟 Stay Connected with Us: 🎙️ Connect with Pablo Gonzalez on LinkedIn 📬Subscribe to Vendoroo's Weekly Newsletter 💼 Follow Vendoroo on LinkedIn 🌐 Visit Vendoroo's Website Chapters: 00:00 Introduction and Content Overview 00:20 Highlighting Peter Lowman's Post 01:18 Welcome to the Podcast 01:48 AI in Property Management 02:18 Challenges with Traditional AI 04:26 The Role of Agentic AI 05:42 Onboarding with AI 06:30 The Importance of Standards 08:11 Conclusion and Call to Action

    12 min
  6. Ep 90 | Getting To Solve Bigger Problems Than Property Management w/ Chris Weidley

    DEC 10

    Ep 90 | Getting To Solve Bigger Problems Than Property Management w/ Chris Weidley

    Most investors chase the easy flip, but the biggest fortunes are built by those willing to solve the hardest problems. In this episode of Property Management Frame Breakers, Vendoroo's Chief Evangelist, Pablo Gonzalez, sits down with developer and operator Chris Weidley to break down a radically different approach to wealth building: The Affordable Housing Thesis. Chris reveals how he pivoted from general opportunism to solving the affordable housing crisis through Public-Private Partnerships (PPPs) and why he had to build his own property management company to treat his assets like "sports cars" rather than "rental cars." This conversation blends high-level development strategy with the operational power of AI, all grounded in a deeply held philosophy of stewardship, purpose, and sustainable impact. You’ll learn: 🏗️ Why solving massive societal shifts (like the affordable housing crisis) yields the highest returns. 🤝 How to unlock government assets and capital to revitalize entire city blocks. 🏎️ Why most PMs treat properties like rental cars and how treating them like high-performance vehicles changes the math. 🤖 Fixed-Cost Scaling: How Chris uses AI (specifically Roo) to handle the volume of affordable housing without drowning in overhead. Whether you’re a developer looking to optimize operations or a property manager looking to partner with big capital, this episode gives you the blueprint for building a business that impacts your community as much as your bottom line. 🎧 Listen now to discover how to build legacy wealth by solving society's hardest problems. 🌟 Stay Connected with Us: 🤝 Connect with Chris Weidley on LinkedIn 🎙️ Connect with Pablo Gonzalez on LinkedIn 📬Subscribe to Vendoroo's Weekly Newsletter 💼 Follow Vendoroo on LinkedIn 🌐 Visit Vendoroo's Website Chapters: 00:00 How Real Conversations Shape Real Operators 01:27 Midlife Burnout & the Hidden Cost of Running a PM Business 02:37 Saying No to Bad Doors & Bad Clients (The “Red Dress” Test) 04:07 Why Every PM Needs an Investing Thesis (Not Just a Process) 05:55 Affordable Housing: The Hardest Units… and the Biggest Opportunity 15:57 Public-Private Partnerships: A Hidden Growth Channel for Operators 19:28 Asset Management: The "Sports Car" vs. "Rental Car" Philosophy 21:44 Using AI to Break the Labor-Margin Trap 28:05 The Exit Strategy PMs Never Realize They Have 39:17 The Rooms Where PM Deals Happen (That Most PMs Never Enter) 43:09 Solving Bigger Problems Than Rent Collection 44:24 The PM Growth Hack Nobody Understands 46:45 Why Owners Choose PEOPLE, Not Portfolios 01:06:06 The Future of PM - Partnerships > Portfolios

    1h 3m
  7. Ep 89 | The Best AI Still Needs Humans"- Current State Of Agentic AI w/ David Normand

    DEC 6

    Ep 89 | The Best AI Still Needs Humans"- Current State Of Agentic AI w/ David Normand

    What happens when one of the most advanced AI systems in property management gets pressure-tested in the real world? In this episode of Property Management Frame Breakers, Vendoroo’s Chief Evangelist Pablo Gonzalez is joined live from the floor at IMN SFR West by David Normand for an unfiltered look at the current state of agentic AI and the surprising paradox at the center of it: The more advanced the AI becomes, the more important the humans behind it are. David reveals what it really takes to run AI that negotiates with vendors, coordinates maintenance, and talks to residents, and why the companies pushing automation furthest are actually doubling down on human oversight. You'll learn: 💡 Why high-leverage AI agents require a mandatory "Human-in-the-Loop" safety net.  ☎️ What “product quality” really means when managing autonomous agents. 🚆 How the "Maintenance Coordinator" is evolving into an "AI Coordinator" capable of managing 2,000+ doors. If you’ve ever wondered, “How far can I really trust AI with my residents, my owners, and my reputation?”, this episode is your unfiltered look at what’s working, what’s breaking, and why the most AI-first companies will also be the most human. 🎧 Listen now to get a ground-floor view of the AI future in property management straight from IMN SFR West. 🌟 Stay Connected with Us: 🤝 Connect with David Normand on LinkedIn 🎙️ Connect with Pablo Gonzalez on LinkedIn 📬Subscribe to Vendoroo's Weekly Newsletter 💼 Follow Vendoroo on LinkedIn 🌐 Visit Vendoroo's Website Chapters: 03:01 The Tech Glitch That Says More About AI Than You Think 03:10 A Live Look from IMN SFR West: Setting the Stage 03:42 The Hidden Reason AI Still Needs Property Managers 04:04 Why Product Quality in AI Starts with Humans, Not Code 06:15 The 5% That Breaks Everything: Real AI Failure Points 07:24 Missed Leads, Dropped Calls: What AI Gets Wrong Today 08:49 The Human Safety Net Behind Every “Automated” Workflow 09:31 What PMs Think AI Can Do vs. Reality (The Expectation Gap) 11:11 How AI Judges Monitor AI Voice (And Why It Matters) 12:06 When the AI Hands the Resident Back to a Human 17:49 From Maintenance Coordinator to AI Coordinator: The New Role 19:33 Why Resident Satisfaction Is Rising Because of AI 21:58 The AI Train at 150 MPH: PM Adoption Hitting  a Turning Point

    26 min
  8. Ep 88 | The $1,000 "Experience Experiment" That Became A Referral Flywheel w/ Chapin Hemphill

    DEC 3

    Ep 88 | The $1,000 "Experience Experiment" That Became A Referral Flywheel w/ Chapin Hemphill

    What if a single $1,000 experiment could ignite your most powerful referral flywheel? That's exactly what happened to Chapin Hemphill. In this episode of Property Management Frame Breakers, Chapin sits down with Vendoroo's Chief Evangelist, Pablo Gonzalez to share the story of how a $1,000 "unreasonable hospitality" bet helped him and his business partner overcome a deep-seated fear of being on camera. That single experiment unlocked their "buddy comedy" dynamic, led to a new, authentic content strategy, and ultimately built a referral machine that produced a record-breaking month for new business. You’ll learn: ✅ How a $1,000 "surprise & delight" budget can unlock creativity and remove operational friction. 🛠️ Why authentic content (even porta-potty videos) helped Chapin create a word-of-mouth flywheel. 📊 The "ruthlessly detailed" approach to financial planning that separates amateurs from pros. 🤖 How Chapin is replicating "his brain" in Notion to buy back his time. This episode is a masterclass in how small, creative bets can lead to outsized returns. Chapin's journey is a testament that your company's most authentic voice might just be your single greatest asset. 🎧 Tune in now to learn how to build your own referral flywheel. 🌟 Stay Connected with Us: 🤝 Connect with Chapin Hemphill on LinkedIn 🎙️ Connect with Pablo Gonzalez on LinkedIn 📬Subscribe to Vendoroo's Weekly Newsletter 💼 Follow Vendoroo on LinkedIn 🌐 Visit Vendoroo's Website Chapters: 01:02 The 'Unreasonable Hospitality' $1,000 Experiment 03:41 The "Buddy Comedy" Business Partnership 05:14 Overcoming Camera Fear 09:51 The Power of Genuine Engagement 16:21 The Entrepreneurial Odyssey 23:45 The "Ruthlessly Detailed" Approach to Financials 24:27 Using Blanket for Portfolio-Level Conversations 27:33 The PM as the "Golden Goose" of Off-Market Deals 34:19 Rebuilding Trust: "We're Not Gonna Be That Experience" 41:23 AI in Action: Replicating "My Brain" in Notion

    50 min
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5
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9 Ratings

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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.

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