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

For decades, property management has carried a hidden cost: burnout.

We’ve called it “paying your dues” or “the nature of the job,” but behind the memes and hustle culture lies a painful truth: our industry was built on a system that rewards firefighting, not fulfillment.

But what if that’s about to change?

In this special edition of Property Management Frame Breakers, we’re bringing together insights from four of our most powerful episodes to create a single, transformative playbook. From the Meatgrinder to the Multiplier, this episode takes you step-by-step through the journey of redeeming work itself through AI.

You’ll learn:
💡 Why the “meatgrinder” culture isn’t a people problem, it’s a system problem.
🧭 The 90-day roadmap to reach 85% automation in your maintenance workflows.
🔥 How AI doesn’t replace people, it redeems their time, energy, and creativity.
🚀 The hidden habit of breakthrough property managers who scale non-linearly.

Vendoroo’s Chief Evangelist, Pablo Gonzalez, guides us through how AI can finally solve the burnout problem, elevate the people behind the processes, and turn property management into meaningful, fulfilling work again.

This is your roadmap from firefighting to fulfillment, from invisible to indispensable.

🎧Listen now! It’s time to redeem the work itself and redefine what it means to lead in the AI era.

🌟 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:

00:10 The Dirty Little Secret in Property Management
02:01 A System Built for Burnout (The Meatgrinder)
04:15 From Magic Bullet to Methodology
06:38 How to Reach 85% Automation (The 90-Day Roadmap)
09:02 The Real Promise: The End of Burnout
11:30 The Hidden Habit of Breakthrough Property Managers
14:22 From Meatgrinder to Multiplier

Why do so many new AI features feel... "meh"?

We're deep into the AI revolution, yet that initial "wow" is often replaced by underwhelming rollouts. We’ve been sold on "vision," but what we're getting often feels like "curiosity." The truth is, the industry is stuck in the "chasm" between visionary tech and the pragmatic, "pain-driven" results property managers actually need.

In this episode, Vendoroo's Chief Evangelist, Pablo Gonzalez, sits down with Arturo Ache and Bruno Wesley of DoorLoop to unpack how to bridge that gap.

As leaders at a modern "challenger platform," they share a rare, ground-level perspective on what truly makes a property manager sit back, sigh with relief, and say, "That's what I need."

You'll learn:

🤖 Why 70-80% of manual data entry (and 30-40% of maintenance requests) can be automated today (The "Wow" Moment)
💥 Why legacy platforms are struggling with the "Innovator's Dilemma" and can't adapt ( PropTech's "Apple vs. BlackBerry" Moment)
🤝  The strategic shift from a "build-it-all" model to an open "marketplace of options" that delivers a complete solution.
🧠 How to move past AI "curiosity" and find tangible, "pain-driven" solutions for your team.

This is the playbook for crossing the AI chasm.

🎧 Listen now to move from "meh" to "wow" and discover what AI-native really means.


🌟 Stay Connected with Us:

🤝 Connect with Arturo Ache / Bruno Wesley on LinkedIn
🎙️ Connect with Pablo Gonzalez on LinkedIn
📬Subscribe to Vendoroo's Weekly Newsletter
💼 Follow Vendoroo on LinkedIn
🌐 Visit Vendoroo's Website
Chapters:

00:18 The "For Real" Challenger Platform with a Million Doors
01:10 Five Conversations a Day: The View from the Sales Front Lines
01:44 Crossing the Chasm: Is AI Just Curiosity or a Real Solution?
03:48 The #1 Problem AI Solves
05:00 Why Legacy Software Can't Keep Up
07:18 Why Does AI Feel So "Meh"? (And How to Get the "Wow" Moment)
11:44 Your Vendor Network is Your Moat
14:52 Inside the NARPM "Watering Hole" (and its "Popular Kids")
16:55 Managing 500 Gators: A PM's Origin Story
17:16 Joining DoorLoop with Just 6 Employees
17:50 From "Build it All" to an Open Marketplace
23:13  A New Model for Customer Success
25:43 PropTech's "Apple vs. BlackBerry" Moment

Most property managers want to invest, but very few actually do. The top reasons why?  They think they don't have the money. But that's because they don't understand "subject to" and bonus depreciation.

In this episode, Pablo Gonzalez shares what he learned after spending time at the PM Systems Real Estate Investor Mastermind hosted by Paul Kankowski and Wolfgang Croskey. This was part research and part personal mission, since Pablo is on his own path to becoming a better investor. He breaks down what is really getting in the way for property managers who want to invest and what can help them finally make the jump.

Pablo also highlights the two concepts from the mastermind that stood out the most. They get to the heart of the value proposition for PMs who want to go from operator to owner and what you actually gain when you take that step.

If you have felt the pull to invest but also the hesitation, this episode will help you take the next step.

🌟 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 Personal Journey
00:55 Welcome to the Podcast
02:34 Networking at Norbu Nationals
03:43 Insights from the PM Systems Conference
04:48 Key Takeaways: Subject To Property Acquisitions
07:08 Key Takeaways: Bonus Depreciation
09:52 Final Thoughts and Future Plans

If you're a PM leader feeling "bogged down" and "drowning" in daily operations, you probably think you need to be the one to master AI. But what if your real job is simply to find someone else to do it?

In this episode of Property Management Frame Breakers, Vendoroo’s Chief Evangelist Pablo Gonzalez sits down with Courtney Parks, a property management leader who’s flipping the script, arguing that the new key to operational excellence isn't a better ops manager, it's a new role entirely: the AI Integrator.

Courtney shares how hiring one curious tinkerer — her AI Integrator — unlocked a fail-forward culture and turned AI from a buzzword into a daily, working system.

You'll learn:
⚙️ The exact traits of an effective AI Integrator (why curiosity > credentials)
🧠 How an “elder millennial” mindset bridges old-school experience with new-school AI fluency
💬 The stack that’s changing everything (Custom GPTs, NotebookLM, Plaud Note, and BetterWho)
🚀 How “fail forward” leadership creates real innovation instead of more software fatigue

Whether you’re a visionary founder or a PM operator figuring out where AI fits, this episode shows you how to find, empower, and lead the right person to drive your AI transformation.

🎧 Listen now and learn how curiosity, trust, and a little bit of tinkering can 10× your team’s capacity.

🌟 Stay Connected with Us:

🤝 Connect with Courtney Parks on LinkedIn
🎙️ Connect with Pablo Gonzalez on LinkedIn
📬Subscribe to Vendoroo's Weekly Newsletter
💼 Follow Vendoroo on LinkedIn
🌐 Visit Vendoroo's Website

Chapters:

03:47 Surviving Tech Glitches
04:30 Solving the "Where to Start with AI" Problem
05:53 Bridging 'Old School' PM and New PropTech
08:05 Why Your Org Chart Needs an "AI Lead"
09:53 How to Find Your 'AI Integrator' (Hint: They're Not in PM)
27:04 The "Fail Forward" Mindset for PM Leaders
32:06 The 'Elder Millennial' PM: Your Secret Weapon for AI Adoption
39:40 A PM's AI Toolkit: What's Actually Being Used
41:01 Building Your 24/7 Leasing Agent (The AI Website Bot)
47:48 The AI Bot as a Lead Converter
53:17 Use Case: AI-Powered Move-Out Inspections
56:11 Why This PM Hired a Business Coach

Story isn’t just for movies, keynote speeches, or bestselling authors. It’s the most underrated business tool you already have and probably aren’t using enough.

In this episode, Vendoroo's Chief Evangelist Pablo Gonzalez breaks down the simple storytelling frameworks that founders, leaders, and property managers can use to communicate more clearly, influence more effectively, and stand out in a noisy, commoditized market.

Beginning with a spark from Kobe Bryant’s own obsession with storytelling, Pablo walks through a practical, step-by-step guide to inserting story into anything:
your presentations, sales calls, internal meetings, content, leadership messaging, and even your company-wide point of view.

You’ll learn:
💡 The simple building blocks of every effective story
🚀 A powerful "And, But, Therefore" formula to instantly structure a compelling point and make people lean in
🧠 The single most effective way to gain clarity, stop rambling, and move your audience from one belief to another. (The From → To)
🛠️ How PMs can use story to break out of commoditization and differentiate their brand

By the end, you won’t just understand the story, you’ll know how to apply it everywhere.

If you’ve ever struggled to articulate what makes you different, get people aligned around your mission, or simply make your communication stick, this is the episode to bookmark.

🎧Story on, my friend. Listen now!

🌟 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:

00:52 Beginning the Quest for Story
00:54 Breaking Down the Hero’s Journey
02:29 The Core Essence of Any Story
02:46 The Five Elements of Storytelling
03:30 Storytelling for Property Managers
04:05 Story as the Ultimate Differentiator
06:44 The ABT Framework
07:50 Applying ABT in Business
10:01 The From-To Framework
10:54 Reza’s Story: Reframing Competition
14:47 Crafting a Company-Wide Point of View Narrative
20:16 Injecting Story Into Every Part of the Business

As AI becomes more commonplace, it's your ability to build relationships that will make or break you.

In this episode, Jonathan Cook joins Vendoroo's Chief Evangelist, Pablo Gonzalez, to unpack how the next era of property management won’t be won by those who automate fastest but by those who connect deepest.

Through analogies, archetypes, and genuine insight, they reimagine AI as a relationship amplifier, not a replacement and explore how belief, storytelling, and trust can redefine leadership in the industry.

You’ll learn:

✨ Why “belief” is the most underrated business metric in property management
🤝 How to turn your PM org chart into a “Trust Chart” built around relationships
⚙️ How AI can clear your plate for deeper client conversations
🛡️ The one leadership archetype every modern PM needs on their team

If you’ve ever worried AI would make property management less personal, this conversation will change your mind forever.

🎧 Listen now to get the mindset shift for turning AI into your #1 driver for client trust and retention.

🌟 Stay Connected with Us:

🤝 Connect with Jonathan Cook on LinkedIn
🎙️ Connect with Pablo Gonzalez on LinkedIn
📬Subscribe to Vendoroo's Weekly Newsletter
💼 Follow Vendoroo on LinkedIn
🌐 Visit Vendoroo's Website

Chapters:

00:23 Challenging Industry Dogma
01:04 The AI Perspective Most Property Managers Ignore
03:43 The Fear of Being Called "Marketing Fluff"
04:59 The "AI Will Replace Us" Misconception
07:53 AI's Real Job: Giving You MORE Time for Relationships
11:24 What's Your Business Superpower? (The Gastro Pub Story)
14:37 The Wizard vs. The Bard: Building Your PM Team
19:57 The "Good Cult Leader": The Responsibility of Influence
21:50 The Most Underrated Business Skill
25:14 The "King Maker" Strategy
29:42 The Future PM Org Chart: Ditch the Tasks, Build a "Trust Chart"
39:36 Why Your BDM Needs to Be a "Paladin"

Everyone says, “culture eats strategy for breakfast.”
But here’s the truth: culture doesn’t just eat strategy, it feeds revenue.

In this episode of Property Management Frame Breakers, Vendoroo Chief Evangelist, Pablo Gonzalez, breaks down why company culture is the new marketing channel and how it can become the most profitable part of your business.

Drawing from his $40M word-of-mouth case study at JWB Real Estate Capital, Pablo reveals the exact framework that turned culture into compounding growth: a step-by-step process for getting the right words into the right mouths at the right watering holes.

You’ll learn:

🎯 How values alignment becomes a revenue system, not an expense (The real ROI of culture)
💬How to engineer consistent customer stories that drive word of mouth.
👥 Why your team is your marketing channel and how to train every teammate to sell without selling.
💡 How to scale culture through content and turn your company’s beliefs into a community movement.

This isn’t fluffy “culture talk.” It’s a revenue blueprint.
Because when everyone on your team speaks your values out loud, your marketing starts to run itself.

🌟 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 Why Company Culture Matters More Than Ever
00:24 The Revenue Generation Perspective
00:43 The Content Apocalypse
01:31 The Power of Word of Mouth
02:13 Systematizing Word of Mouth
02:46 Case Study: JWB Real Estate Capital
03:24 The Formula for Word of Mouth
04:13 Talk Triggers: Creating Memorable Experiences
05:12 The Role of Company Culture
06:36 Scaling Word of Mouth Through Team Alignment
10:04 Creating a Point of View Narrative
10:39 Under Promise, Over Deliver
12:47 Building a Content Stream
14:25 Engaging Conversations That Spark Growth
15:37 Culture as the Foundation of Modern Marketing

What if your best marketing wasn't an ad, but an experience so memorable it turned every customer into a salesperson?

In this episode of Property Management Frame Breakers, Vendoroo's Chief Evangelist, Pablo Gonzalez, sits down with CX disruptor, Reece Register, to unpack why traditional marketing is dying and how a new growth model built on "ridiculous delight" is taking its place.

This isn't just about good service. It's about designing a customer journey so powerful that your reputation becomes your entire marketing budget, turning everyday interactions into legendary experiences.

You’ll learn:

🧠How to borrow from the hospitality industry to transform your business from a service provider into an experience creator.
✨ Why small, personalized gestures create massive ROI and build unbreakable client loyalty.
🚀 Why your next key hire might be a "Chief Experience Officer" whose sole job is to champion the customer.
🤝 Why your willingness to create one reveals everything about your customer experience.

Whether you're battling for leads or looking for your next big differentiator, this episode provides the mindset and methods to build a brand so strong, your customers do the selling for you.

🎧 Listen now to discover how to stop chasing leads and start creating a brand that people can't stop talking about.

🌟 Stay Connected with Us:

🤝 Connect with Reece Register on LinkedIn
🎙️ Connect with Pablo Gonzalez on LinkedIn
📬Subscribe to Vendoroo's Weekly Newsletter
💼 Follow Vendoroo on LinkedIn
🌐 Visit Vendoroo's Website

Chapters:

00:01:45 The Disruptor's Mindset
00:04:45 Creating a 'Works Rating' for Businesses
00:06:10 Why Reputation is the New Marketing
00:13:50 Transforming a PM Company from 'Service' to 'Experience'
00:18:25 Obsessing Over the Customer, Not Just the Competition
00:24:10 How to Talk a PM Off the Ledge
00:33:15 Bringing Unreasonable Hospitality to PM (The 'Dreamweaver')
00:36:50 A Perfect Example of CX in Action (The Diaper Story)
00:46:15 The Jeep Club Method
00:52:45 The Future Org Chart - Meet the CXO
01:00:10 Building the CX Cult

Four events, six weeks and one year since joining Vendoroo.
And at NARPM Nationals, it all came together.

In this powerful solo episode, Vendoroo Chief Evangelist Pablo Gonzalez breaks down the culmination of a year-long journey that ended in one defining moment: the move from "AI promise" to "AI proof."

This isn't a future vision; it's a look at the hard data, real-world case studies (like 6 hours of work becoming 30 minutes), and the "gamified" roadmap that's proving 95%+ maintenance automation is happening right now.

You’ll learn:

💥 How a year of iteration led to a measurable, repeatable 95% automation benchmark
🤖 The difference between Generative AI (the genie) and Agentic AI (the terminator)
📈 How a "gamified" roadmap provides a clear, step-by-step path to 95% automation
🚀 Why AI is finally ready for "pragmatists," not just "visionaries"

If you’ve been waiting for proof that AI is ready for property management, this is it. The era of promises is over. The era of receipts has arrived.

🎧 Listen now to see how AI went from promise to proof and why the next six months will redefine what’s possible for property managers.

🌟 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 From AI Promise to "Receipts" (The Big Change is Here)
00:23 95% Maintenance Automation is Real 
01:24 The "6 Hours to 30 Minutes" Story That Changed Everything 
02:33 The "Genie" vs. "The Terminator" (Why One AI Fails You) 
03:39 How Vendoroo Built Agentic AI Before the World Was Ready
04:23 The Shift That Shocked the Industry (When AI Took the Wheel)
04:56 Meet the New AI Agents
06:27 When Success Nearly Broke Us: Lessons from the Early Surge
07:35 A "Gamified" Roadmap to 95% Automation 
08:29 From 0 to 95% in One Week (Showing the "Receipts")
10:24 Competing Against AI-Powered PMs
11:46 AI for "Pragmatists," Not Just "Visionaries"