Property Management Frame Breakers

Vendoroo
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Aug 2, 2025 • 20min

Ep 53 | PM Just Got Called Into A National Mission. You In?

Last week, the U.S. launched its “Winning the AI Race” initiative—a full-scale, national AI moonshot aimed at restoring national strength through AI-first manufacturing. But what if this isn’t just a tech race? What if it’s a mirror for the future of property management?In this episode, Pablo Gonzalez breaks down how this historic event reveals a powerful parallel: property management is a manufacturing business and we are now entering the AI-native era of next-gen operations. From workforce transformation to strategic hiring and the rise of the “AI Czar,” this is your blueprint for reinventing your team and scaling with meaning.You'll learn:⚙️ How to transform your PM company into AI-first (built for scale)🚀 How AI-native PMCs can outbuild market giants in record time🌎How to lead your team toward the national missionWhether you're a startup PMC or a market leader tied to legacy systems, this is your chance to lead like the country depends on it...because in a way, it does.The AI train is here and it’s not just changing tools, it’s changing titles, teams, and trajectories. 🎧Listen now if you're ready to transform your operations and join the national mission.🌟 Stay Connected with Us:🎙️Connect with Pablo Gonzalez on LinkedIn📬Subscribe to Vendoroo's Weekly Newsletter💼 Follow Vendoroo on LinkedIn🌐 Visit Vendoroo's WebsiteChapters:00:15 The National AI "Moon-Shot"01:45 AI-Native Property Management = Next-Gen Manufacturing03:15 Your Maintenance Board Is a Strategic Production Line04:30 Welcome to the New-Collar Revolution in Property Management06:00 The “New-Collar Boom”07:00 AI as a Bicycle for the Blue-Collar Brain08:30 From Lowe’s to “AI Czar” in 30 Days (The 50x Transformation)10:00 Building a Mission-Ready Team12:00 The Great “Do-Over”: Why Newcomers Can Out-Produce Market Leaders14:00 AI Gives You a Do-Over: Start Lean, Scale Fast, Build Smarter16:00 Small PMs Can Now Outbuild Giants—Here’s Why
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Jul 30, 2025 • 50min

Ep 52 | This Asset Manager Is Saving 10+ Hours a Week Using AI w/ Jonathan Buckelew

What happens when an asset manager, overwhelmed by AI hype, stops spectating and starts building?On this episode of the Property Management Frame Breakers Podcast, host Pablo Gonzalez sits down with Jonathan Buckelew, VP of Asset Management for PEAK Real Estate Capital and founder of the IndustrAI newsletter, to break down what it really takes to move from AI burnout to practical adoption as an asset manager.This is a behind-the-scenes look at Jonathan’s actual daily habits, tools, and mindset shifts that help him trade $3 tasks for $100 outcomes. You’ll hear how he moved beyond prompts into performance (designing AI systems that think, act, and scale with him).You'll learn:💡 The lightbulb moment that flipped AI from overwhelming to empowering🤖 From generative tools to agentic AI that acts🔎 Why Perplexity might be your new default search engine🧠 How AI use at work and at home aren’t just connected—they’re multiplied🎧Listen now and start trading your $3 tasks for $100 tasks.🌟 Stay Connected with Us:📬Subscribe to The IndustrAI Newsletter🤝 Connect with Jonathan Buckelew  on LinkedInConnect with Pablo Gonzalez on LinkedIn📬Subscribe to Vendoroo's Weekly Newsletter💼 Follow Vendoroo on LinkedIn🌐 Visit Vendoroo's WebsiteChapters:04:15 Countering 'AI Burnout' and the Obsession Phase08:30 Jonathan's 'Light Bulb Moment' with AI12:00 Integrating AI into Daily Tasks with Perplexity17:30 Blurring the Lines: Professional and Personal AI Use21:45 The Future: Moving from Generative to Agentic AI25:00 How to Set Up an AI Agent with Claude and Zapier28:30 Asset Manager vs. Property Manager: A Key Distinction34:00 Practical AI Applications in Property Management37:45 The Current State of PropTech and Tech Adoption42:00 Why Maintenance is Now a Top Priority
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Jul 26, 2025 • 23min

Ep 51 | Leadership Through Times of Disruption

Times will get weird during the transition into the AI-first economy, and it’s going to involve tough decisions and tougher conversations.Which begs the question-Is it possible to lead through transition, let people go, and still be appreciated for it?  This is a story about that.In this powerful mini-episode of Property Management Frame Breakers, Pablo Gonzalez sits down with his father, Humberto Gonzalez, to uncover a story that shaped his understanding of leadership forever.Together, they unpack the real story behind one of the boldest business turnarounds in Spanish retail history—a mass layoff that earned employee respect, disrupted a market, and redefined what courageous leadership looks like.You’ll hear:🧠 How to lead layoffs with empathy and strategy📣 Why storytelling is your most underrated business tool💡 What true leadership looks like when the stakes are personal“The key is not just making the hard call. It’s communicating why—and standing in that truth until others believe too.”🌟 Stay Connected with Us:🎙️Connect with Pablo Gonzalez on LinkedIn📬Subscribe to Vendoroo's Weekly Newsletter💼 Follow Vendoroo on LinkedIn🌐 Visit Vendoroo's WebsiteChapters:00:00 Legacy leadership that still shapes how I lead01:24 Taking over a brand no one believed in03:18 When your turnaround plan starts with zero believers04:45 Leading Through the Impossible: Layoffs With No Legal Path06:13 Investing in exits to create future freedom08:02 Turning unions into unexpected allies10:11 Designing compassionate layoffs that work for everyone12:32 Using disruption as your business growth strategy14:10 The influencer playbook before Instagram existed16:45 How to market vision to your internal team18:55 Winning the Room from protests to applause21:08 Earning emotional ROI that lasts decades23:30 The leadership loop: clarity, momentum, celebration
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Jul 23, 2025 • 52min

Ep 50 | He Bought A PMC, Doubled It, Sold To Poplar, & Built Tech For Them- Lesson's From Michael Lee's Epic Rise

What happens when a burned-out Groupon product leader buys a dusty 300-door portfolio, doubles it to 600, then helps Poplar Homes rocket from 2,000 to 15,000 doors with technology?In this Property Management Frame Breakers episode, tech-turned-PM veteran Michael Lee joins Pablo Gonzalez to prove AI isn’t a buzzword, it’s the lever that crushes the 600-door ceiling and pushes margins toward 50 %.You’ll learn⚙️ How tech can triple door capacity with zero new hires📉 The cash-flow cliff between 600 and 1,000 doors 💾 Why tenant/owner data is your hidden goldmine🌍 How two staffers can command a 2,000-door Michael puts it simply: “Get off your butts and start implementing… or get bought on the cheap.”🎧 Listen now and see why AI is the practical tool that can dramatically boost efficiency and profitability.🌟 Stay Connected with Us:🤝 Connect with Michael Lee on LinkedIn Connect with Pablo Gonzalez on LinkedIn📬Subscribe to Vendoroo's Weekly Newsletter💼 Follow Vendoroo on LinkedIn🌐 Visit Vendoroo's WebsiteChapters:00:18:00 Two Decades in Dell, Intuit & Hyper-Growth Groupon00:36:00 Burnout Flight to Seattle: Buying a Paper-Stack PM Shop00:54:00 Digitise, Automate, Double: 300 → 600 Doors on AppFolio01:12:00 The 600-Door Wall & Big-Player Courtship01:30:00 Poplar Homes Blitz: 2 K → 15 K Doors, 40 % Churn Reality01:48:00 Building In-House Tech vs. Franken-Stack Headaches02:06:00 From Offshoring to AI & Data Profit02:24:00 Hyper-Local, Lean Future + The AI Imperative
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Jul 19, 2025 • 14min

Ep 49 | You Don’t Need Another Maintenance Coordinator (You Need a Mini-Me AI)

“If it’s not done like I do it, it will not work.”Sound familiar? That’s not just a control issue. That’s a systems gap and burnout waiting to happen.In this episode of Property Management Frame Breakers, host Pablo Gonzalez unpacks one of the most dangerous lies in property management: you’re the only one who can do it right.Drawing from David's story of hiring 25 maintenance coordinators (and still being the one who had to answer the 2 A.M. emergencies) until a shift in mindset changed everything.That shift? Don’t just hire more people, clone your best self.Pablo puts that mindset to the test (LIVE) by interviewing Lisa, Vendoroo’s AI receptionist. What follows is the first-ever real-time demo of a “Mini-Me” AI: diagnosing an overflowing toilet, escalating it as an emergency, and comforting the resident like a pro.AI isn’t coming, it’s already answering the phones.This is what modern maintenance feels like when mindset and tech finally align.🎧 Tune in now and forward this to the PM who still thinks no one else can do it like they can.🌟 Stay Connected with Us:🎙️Connect with Pablo Gonzalez on LinkedIn📬Subscribe to Vendoroo's Weekly Newsletter💼 Follow Vendoroo on LinkedIn🌐 Visit Vendoroo's WebsiteChapters:00:00Why 2 AM Toilets Still Own Your Life00:45What a Control-Freak PM Sound Like02:0025 Coordinators No Sleep Cubicle Farm03:20Mini-Me Moment Clone or Crash?05:00Can an Al-gorithm Replace 25 Humans?05:40An AI Handles an Overflowing Toilet Live07:15AI Flags Water Damage in Seconds08:50The moment an AI Blushed While Triaging11:30The Mini-Me Era Is Here
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Jul 16, 2025 • 52min

Ep 48 | What PMs Really Want from AI: Relief, Trust, and Visibility w/ Nurith Berstein

In this episode of Property Management Frame Breakers, Nurith Berstein sits down with Pablo Gonzalez, Chief Evangelist of Vendoroo, to unpack the truth behind AI’s role in property management: AI is here to replace burnout, not your team.In this conversation, we explore:🔧 Why reactive teams are evolving into strategic advisors (with the right AI teammate)🚀 Why AI ownership (not just automation) is the real differentiator in scaling without burnout💥 How AI teammates are owning maintenance and giving PMs their lives back📈 Why fixed-cost scaling helps you grow without bloating your org chartIf you’ve ever felt like a firefighter instead of a founder, this conversation is your reset button. Nurith doesn’t pitch tactics. She redefines what’s possible when AI owns outcomes instead of just automating tasks.🎧Listen now and hear how Vendoroo is helping overburdened PMs finally get what they’ve needed all along—relief, trust, and visibility (with AI as their superpower)🌟 Stay Connected with Us:🤝 Connect with  on Nurith Berstein LinkedIn🎙️ Connect with Pablo Gonzalez on LinkedIn📬Subscribe to Vendoroo's Weekly Newsletter💼 Follow Vendoroo on LinkedIn🌐 Visit Vendoroo's WebsiteChapters:00:00 Why Property Management Feels Invisible03:42 Is AI a Tool… or a Teammate?06:18 The #1 Stress Point for PMs Today08:55 What AI-Driven Maintenance Really Looks Like11:31 Why Owners Are Losing Trust—and How to Win It Back14:03 Can You Grow Without Hiring?17:19 Burnout Isn’t a People Problem—It’s a System Problem20:08 What Top PMs Are Doing Differently23:36 How Vendoroo Makes PMs Look Like Rockstars26:15 The Power of Fixed-Cost Scaling29:11 Why You’re Still Stuck in the Firefight32:28 What PMs Say After Using Vendoroo35:50 From Headache to Leverage: Rethinking Maintenance39:42 The Invisible Workload You’re Not Charging For43:30 Building Trust at Scale (Without Burnout)48:00 The Future of PM Is Already Here
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Jul 12, 2025 • 15min

Ep 47 | Why AI for PM Feels So... Meh

If you’ve ever clicked “Assistant” and ended up back in a form… this episode is for you.In this episode, Pablo Gonzalez breaks down why most “AI-powered” tools still make you do the work. He explains why so many AI tools feel off when it gets bolted onto a ship built for a different ocean.Drawing from a viral LinkedIn post (which wasn't written about property management but might as well have been) and a brutally honest conversation with Kyle Erb, Director of Systems at Real Property Management (and someone who's lived through the shift), Pablo pulls back the curtain on:🚫Why AI features from legacy SaaS tools fall flat 🚢 The “Wrong Ship Problem”: What happens when the destination changes, but your team, tools, and culture don’t🤖 Why injecting AI into old systems breaks faster than it helps (and how agentic AI flips the script)🧠 The difference between automation for efficiency vs. AI built to own outcomesIf AI has felt “meh,” maybe you haven’t seen the right AI, or the right team building it. This episode is your wake-up call to stop settling for dashboards and start building with vision.🎧 Listen now and step aboard the AI-first ship.🌟 Stay Connected with Us🎙️Connect with Pablo Gonzalez on LinkedIn📬Subscribe to Vendoroo's Weekly Newsletter💼 Follow Vendoroo on LinkedIn🌐 Visit Vendoroo's WebsiteChapters:00:00 The AI “Meh” Problem in Property Management01:12 Why Incumbent SaaS Can't Do Real AI02:48 The Wrong Ship Analogy04:14 Kyle Herb’s Insight: Why AI Agents Break Forms05:50 The Culture Clash: Outcome Ownership vs. Scale Obsession07:36 A Personal Story of Mismatched Scaling09:00 The Influence Trap: Who’s Shaping Your AI Beliefs?10:54 The First AI-First Voice Who Gets It - Kyle Herb12:00 Closing Invitation: Build the AI-First Ship With Us
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Jul 9, 2025 • 54min

Ep 46 | AI Features vs. AI-First: Kyle Erb on Choosing the Advantage That Actually Scales

As Director of Systems for one of the largest property management franchises in the country, Kyle Erb has seen it all—flashy demos, AI “add-ons,” and platforms that promise scale but deliver noise.In this episode, Kyle shares the moment he found what others only talk about:“This is it. This is what everyone’s been promising—but no one’s actually built.”This isn’t just about features. It’s about a first-principles shift:🔁 From reactive to strategic.🧠 From task-running to trust-building.⚙️ From bolted-on tools to an AI-first system that actually thinks.If you’ve been wondering whether AI will give you the edge—or just another inbox—this conversation is your litmus test.🌟 Stay Connected with Us:🤝 Connect with Kyle Erb on LinkedIn🎙️ Connect with Pablo Gonzalez on LinkedIn📬Subscribe to Vendoroo's Weekly Newsletter💼 Follow Vendoroo on LinkedIn🌐 Visit Vendoroo's WebsiteChapters:00:17 Challenges with Existing Systems01:42 Automation and Its Limitations02:44 The Role of AI in Property Management03:39 Project Management vs Process Management07:02 AI-Driven Leadership09:02 Enhancing Communication with AI10:09 Adapting to AI in Property Management16:59 Future of Property Management with AI26:47 Scaling AI in Management26:59 Integrating Feedback into AI Systems28:41 Automated Car Race: Waymo vs. Tesla30:28 The Promise and Challenges of AI32:51 Building Effective AI Systems37:37 The Importance of Critical Thinking in Teams43:04 Future of AI and Personal Assistants
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Jul 5, 2025 • 18min

Ep 45 | We've Seen This Before- How The Automation Era Felt Like This AI Era (And What Was Different)

What does a 1978 supermarket chain have to do with scaling your property management business in 2025?Everything.In this mini episode, Pablo Gonzalez shares the untold story of how his father used automation, leverage, and centralized logistics to double margins—decades before AI, dashboards, or remote teams existed.But this isn’t just a business history lesson. It’s a reframing of what real growth looks like.You'll learn:🏗️ Why scaling starts with structure—not headcount⚙️ How automation creates capacity, not casualties💸 What it means to build leverage before you build cost🧠 And how first principles thinking beats hustle—every timeThis story shows us how history repeats itself, and you can use it to know the answers to the test.🎧 Listen now to discover how a warehouse strategy from 1978 can help you scale smarter, negotiate better, and grow without adding headcount.🌟 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 Zero Capital, 100% Leverage: The PM Version of a Buyout04:23 Doubling Margins with One Central Warehouse06:46 Automation = Empowered Teams, Not Job Loss10:12 Turn Inventory Data Into Vendor Negotiation Power14:48 Fixed-Cost Scaling in Action: Smarter Growth, Fewer Hires
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Jul 2, 2025 • 29min

Ep 44 | Turning The PM Skillset Into A Fund Building Machine w/ Nicholas Cook

What happens when a seasoned property manager decides the best way to serve clients (and his team) is to become an investor?In this episode of Property Management Frame Breakers, Pablo Gonzalez, Chief Evangelist of Vendoroo, sits down with an operator who’s making the bold leap from third-party property management to long-term syndication and ownership. The goal? Solve client churn, create equity opportunities for employees, and build forever cash-flowing assets.You’ll learn:🏚️ Why short-term deals create long-term pain and how a “forever hold” strategy changes everything🧭 How reorienting your team’s mission unlocks buy-in, trust, and transformational culture🤝 What it takes to offer employees equity in real estate and the legal moves to make it happen🐢 Why slow, strategic investing is the real secret to building compounding wealth🎧 Listen now to discover how property management can be more than a job. It can be the foundation of generational wealth.🌟 Stay Connected with Us:🤝 Connect with Nicholas Cook on LinkedIn🎙️ Connect with Pablo Gonzalez on LinkedIn📬Subscribe to Vendoroo's Weekly Newsletter💼 Follow Vendoroo on LinkedIn🌐 Visit Vendoroo's WebsiteChapters:01:04 From PM to Investor: The Vision Shift03:12 Solving Client Retention Through Ownership04:58 Educating Clients Through Syndication & Media06:50 500,000 Hours of Experience: Owning the Ops07:28 Leadership Reframe: New Vision, Same Tasks09:18 Change Management & What's In It For Them11:06 Vested Employees & Building Team Wealth13:00 Legal Hurdles of Team Equity Participation14:42 The Forever Hold Investment Thesis17:15 Compounding Capital vs. Deal-to-Deal Scramble19:04 Exit Events & Risk Reduction for Investors23:42 The Real Value of Conferences

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