What would make a 25-year multifamily veteran, who has already built a successful tech company, decide to bet big on a different platform?

The answer has little to do with leasing bots and everything to do with solving the single hardest, most chaotic part of property management: maintenance.

In this episode, Pablo Gonzalez sits down with Daniel Cunningham (founder of Leonardo 24/7 and now part of Vendoroo) reveals why maintenance triage is the true AI frontier in multifamily and how solving it unlocks NOI gains, reduces burnout, and transforms resident experience into hospitality-level service.

You’ll Learn:

👉 Why the “easy wins” in AI (leasing calls, chatbots) barely scratch the surface of property management’s biggest challenges
🛠️ How Vendoroo is solving maintenance triage (the most complex and burnout-inducing part of the job)
🤖 Why the difference between automation and true AI is the difference between a checklist and a teammate
🚀 How the role of property managers will evolve into hospitality-driven ambassadors as AI takes over admin and triage

Whether you’re an operator, investor, or technologist, this episode will reshape how you think about AI’s role in multifamily and why those who embrace it will create more resilient, human-centered communities.

🎧 Listen now and discover why Daniel is betting everything on AI and why solving the hardest problem in property management depends on it.

🌟 Stay Connected with Us:

🤝 Connect with Daniel Cunningham on LinkedIn
🎙️ Connect with Pablo Gonzalez on LinkedIn
📬Subscribe to Vendoroo's Weekly Newsletter
💼 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, 2025

Chapters:

00:00 From Hard Problems to Real Solutions
05:32 The Easy Wins in AI: Leasing & Call Centers
12:45 The Hard Problem: Maintenance Triage
18:10 Why Technicians Are Burning Out
24:20 The After-Hours Cost Drain
30:15 Daniel’s Origin Story & Leonardo 24/7
38:05 Automation vs. True AI
46:40 Cruise Control vs. Self-Driving AI
52:18 Why Daniel Bet on Vendoroo
53:45 The Future of Multifamily: How AI Will Reshape the Industry

AI isn’t just another tool, it’s a sideways wheel moment, flipping the very definition of leadership and value in business.

In this episode of Property Management Frame Breakers, Pablo Gonzalez unpacks a complete leadership playbook for navigating the AI era. From Stacey Salyer’s bold early bet on remote work to the revolutionary leap from generative AI to agentic AI, this is the guide for leaders who want to move first and win big.

You’ll learn:

🚀 Why being called “crazy” is the new competitive advantage.
👥 Three essential human roles that build trust while AI runs the tasks (The AI-First Org Chart).
🛡 Why trust, not tasks, will define competitive advantage in property management (The New Moat).
🔥 How to lead your team past old habits and into a bold new future.

As Pablo puts it:
"The leader’s role in this new era isn’t about managing the work; it’s about casting the vision."

Whether you’re scaling a PM company or leading a team through massive change, this conversation will challenge how you see leadership, technology, and the future of work.

🎧Listen now to learn how to lead what’s next and why your greatest advantage won’t be more capacity, but more humanity.

🌟 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: The AI Leadership Shift
01:08 Act 1: The Early Adopter's Advantage
01:23 Stacey Salyer's Success Story
02:44 Living in the Future: A Leader's Mindset
03:52 The Sideways Wheel Moment: AI's Transformative Power
05:21 The New Org Chart: Human Connection in an AI World
06:46 Act 2: Blueprint for an AI-First Company
07:45 Act 3: Leading Through Change
07:54 Overcoming Gravity: The Challenge of Change
09:13 The Power of Visionary Leadership
11:02 Conclusion: The Leader's Playbook

Most property managers are drowning in data, making gut decisions based on useless metrics (or worse, have no objective way to tell if their team is actually winning or just busy.

In this episode, Pablo Gonzalez sits down with business coach Tony Cline, who reveals the exact system he uses to bring clarity to chaos: The Business Scoreboard.

From breaking down the difference between stats and actionable KPIs to diagnosing whether missed targets come from systems, training, or performance, Tony shares a step-by-step framework for building a scoreboard that keeps teams accountable and leaders free to focus on what matters most.

You’ll Learn:

👉 Why the metrics you're tracking are likely useless
🧠 The difference between a 'stat' and an actionable KPI
📣 How to shift from a 'genius with assistants' to a 'conductor of experts'
📉 The 'System, Training, or Performance' model for diagnosing any team issue
🏗️ What a winning Scoreboard looks like for PMs (and how to build it)

Whether you're scaling your property management company or just tired of flying blind, this conversation delivers a step-by-step framework for building a team that knows exactly how to win, every single week.

🎧 Listen now so you can start turning confusing data into culture-driven clarity with Tony Cline’s Scoreboard playbook.

🌟 Stay Connected with Us:

🤝 Connect with Tony Cline 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 Introduction: The Infinite Game of Business
02:15 The Pain of Operating Without a Scoreboard
05:30 Genius with Assistants vs. Conductor with Experts
08:45 The Championship Formula & Scorecards
11:20 Stats vs. Actionable KPIs
15:00 How to Turn a Stat into an Actionable KPI
18:30 Diagnosing Missed KPIs: System, Training, Performance
22:10 Practical Example: Tracking the Negative (Security Deposits)
26:45 The Problem with an All-Green Scoreboard
35:00 When Should a Business Implement a Scorecard?
40:30 Adapting to Market Changes, AI, and Technology

Owners don’t churn because of NOI, they churn because of pain. Missed repairs, slow answers, broken trust. And property managers burn out trying to hold it all together.

In this episode, Vendoroo's Chief Evangelist, Pablo Gonzalez, shares the field-tested playbook from a year of conversations with property managers, vendors, and innovators. The big takeaway? AI’s effect on property management is different than everywhere else. It’s not about replacing jobs, it’s about ending burnout.

From instant answers to 24/7 maintenance to custom workflows, Pablo shows how AI can finally deliver what owners want—faster communication, quicker resolutions, and more control—without breaking the people doing the work.

This is the blueprint for sustainable property management: less firefighting, more meaningful work, and the end of the burnout cycle.

You’ll Learn:

✨ Why owners don’t leave over NOI (but the hidden pain that really drives churn)
🤖 How AI is already collapsing response times and reducing maintenance delays
😵‍💫 The real reason burnout has become “normal” in property management (and how to break the cycle)
💡 Why agentic AI is less about job replacement and more about job redemption
🚀 What it takes to lead through change and win the market in an AI-first future

🎧 For property managers battling burnout, overwhelmed by change, or searching for what’s next, this episode is your "must-listen" for the future.

🌟 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 Golden Era of Property Management
05:30 – The AI Shift: Faster Than Anything Before
11:00 – A New Way of Learning (Why I Wrote the Book)
18:00 – The Pain of Churn (And Why NOI Isn’t Enough)
25:00 – Data That Hurts: Unfair Expectations
31:30 – The Promise of AI in Property Management
38:00 – AI as a Teammate, Not Just Software
44:00 – The Consensus: Every Leader Says Start Now
50:00 – The Real Prize of AI: Ending Burnout

Most property managers hire too late, hire the wrong people (or worse) keep C players around until the A players quit.

In this episode, Pablo Gonzalez sits down with Pete Neubig, who reveals the exact hiring process he uses to scale teams, reduce churn, and build a high-performance culture in property management.

From DISC profile breakdowns to crafting job ads that magnetize top talent, Pete shares a system that transforms hiring from reactive to strategic, rooted in core values and tailored to property management success.

You’ll Learn:

👉 Why employee churn is a hiring and culture problem
🧠 How DISC profiles help place people in the right roles
📣 The job ad formula that actually attracts A‑players
📉 How to spot low performers before they join your team
🏗️ What a systemized hiring process looks like for PMs

Whether you're scaling a property management company or trying to stop the churn cycle, this conversation delivers a step-by-step framework for building teams that grow your business and love working for you.

🎧 Listen now so you can start turning employee churn into culture-driven growth with Pete Neubig’s hiring playbook.

🌟 Stay Connected with Us:

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

Chapters:

02:03 The Power of DISC in Hiring
04:15 Why Most Hiring Fails
06:45 Hiring for Attitude and Core Values
10:32 Solving the Employee Churn Problem
13:00 Why Culture Fit is the First Filter
16:24 Living Core Values, Not Just Listing Them
21:01 Building a Job Ad That Attracts A-Players
25:45 Hook. Story. Offer. For Hiring.
28:50 DISC Profiles Decoded
32:40 Matching DISC to Property Management Roles
37:18 When to Hire and Why Most Wait Too Long
41:05 The Funnel: Tests, DISC, and Self-Interview
45:10 Interviewing: High Performers vs. Low Performers
49:23 The Final Vibe Check
52:00 The How-To's of Protecting A-Players From C-Players

This isn’t just another book about property management, it's this weird book for PMs and the way it was created matters just as much as what’s inside.

In this episode of Property Management Frame Breakers, Vendoroo's Chief Evangelist, Pablo Gonzalez, pulls back the curtain on the chaotic, curious, and surprisingly collaborative journey behind his newly released book.

What started as a traditional project almost published in April became something radically different...a living document built from podcast conversations, field insights, newsletter feedback, and AI collaboration.

You'll learn:

✨ Why traditional publishing timelines can’t keep up in a world where AI doubles in power every six months
🤖 How GPT became Pablo’s creative co-pilot, shaping insights with speed and nuance
😵‍💫 The surprising truth about imposter syndrome and what happens when real community shows up
💡 And why the real promise of AI isn’t job replacement (it’s job redemption)

🎧 For property managers battling burnout, overwhelmed by change, or searching for what’s next, this episode is a rare behind-the-scenes look at a book designed for right now.

👉Sign up here for the book's 2nd Edition Waitlist (be the first to know when it’s available)

🌟 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 The Messy Magic Behind the Book
01:10 Why AI Changed Everything I Thought I Knew
02:25 How I Used GPT to Co-Write a Book That Resonates
04:30 From “I Did It!” to “Am I a Fraud?”
06:05 The Real Feedback That Changed My Mind
07:25 TLDR: Why This Book Matters Right Now
09:15 The New Promise of AI in Property Management: Fulfillment
11:55 Where to Get The Book

What separates the PMs who worry about SEO… from the ones who turn it into a revenue engine?
It isn’t another tool, it’s picking the right niche, saying it in your brand’s voice, and tracking beyond clicks.

That’s the gap Lacy Hendricks and Alex Zweydoff are closing. In this episode of Property Management Frame Breakers, Vendoroo’s Chief Evangelist Pablo Gonzalez digs into how they’re doing the work big vendors skip, and why that shift changes outcomes, not just metrics.

You’ll learn:

✅ Find overlooked keywords fast by anchoring on real owner problems and local search intent.
✅ Match SEO to brand & ICP (heritage vs. boutique) so pages convert like your best salesperson.
✅ Track to cost-per-PMA (clean routing + simple reports) to prove ROI, not just traffic.

The unfair advantage isn’t a shiny tool; it’s operators doing SEO. Publish early, refresh often, and measure to cost per PMA so your property management website captures demand you’re already creating.

🎧 Listen now to see how operator-led SEO compounds into measurable growth built for owners, not just clicks.

🌟 Stay Connected with Us:

🤝 Connect with Lacy Hendricks on LinkedIn
🤝 Connect with Alex Zweydoff on LinkedIn
🎙️ Connect with Pablo Gonzalez on LinkedIn
📬Subscribe to Vendoroo's Weekly Newsletter
💼 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, 2025

Chapters:
00:32 Identifying the SEO Gap in Property Management
01:48 The Importance of Tailored SEO Strategies
02:46 Creating Unique and Relevant Content
04:56 Leveraging Legislative Changes for SEO
09:49 Building a Strong Brand Identity
16:33 Transforming Client Acquisition with SEO
23:22 Embracing SEO and Online Presence
23:52 The Importance of Strategy in Content Creation
24:57 Networking and Building Relationships
28:20 Tracking and Analyzing Marketing Efforts
30:42 Cost-Effective Marketing Strategies
37:43 Empowering Clients with Knowledge and Tools
41:32 Passion and Opportunity in Business

What if the “impossible” promises in property management, 1-hour replies, 3-day repairs, and owner-specific rules weren’t impossible anymore?

In this episode, Vendoroo’s Chief Evangelist Pablo Gonzalez explores how agentic AI closes the expectation gap and unlocks something bigger than automation: personalization that owns outcomes. From the “dryer at 10 PM” moment to “speak it into existence” house-by-house rules, Pablo shows how 24/7 service can stay deeply human, and why that shift rewrites the PM’s mission from task manager to trusted wealth guide and community builder.

You’ll learn:

⏱️ Close the expectation gap with 24/7 service and faster repair loops without burning out your team.
🤖 Go beyond automation: “speak it into existence” to codify property-specific rules, and let AI own the outcome
🎯 Redefine your mission: shift from inbox checker to outcome owner and design passion-led niches that compound trust and growth.

Whether you’re stuck at a growth wall or rethinking next year’s org chart, this episode gives you the language, roles, and levers to deliver 24/7 service with property management AI and keep it human.

🎧 Listen now to see how property management AI turns 24/7 service into human outcomes and gives you a new promise and a new mission.

🌟 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: The Property Management Dilemma
00:28 The Future of Property Management with AI
03:17 The Personalization Revolution
04:31 Owning Outcomes: A New Approach
06:19 A New Mission for Property Managers
07:59 Conclusion: Embracing the Future

We talk a lot about a near future where property managers get to focus on more meaningful work, instead of getting bogged down in the never-ending tasks of managing doors.  But some property managers are already there.

In this episode of Property Management Frame Breakers, Marc Cunningham joins Vendoroo's Chief Evangelist, Pablo Gonzalez, to unpack the mindset shift that took him from a hands-on operator to the strategic CEO of a 1200-door company.

This isn't about hustle. It’s about opportunism, leverage, and the counter-intuitive strategies that create real scale.

You'll learn:

🧠 The "Mini-Storage Epiphany" and how to trade low-value tasks for high-leverage growth
🚀 Why being "opportunistic, not goal-oriented" is the secret to agile scaling
🎥 How to build a zero-cost marketing machine with imperfect action (and a 13-year-old cameraman)
💥 The contrarian strategy for turning industry regulations into your personal monopoly

Mark’s philosophy is simple: “You don't get big and successful and then start doing this stuff. You start doing this stuff, and that's what gets you the success.”

🎧 Listen now to learn how to stop firefighting, create strategic space, and finally lead your business like a true CEO.

🌟 Stay Connected with Us:

🤝 Connect with Marc Cunningham on LinkedIn
🎙️ Connect with Pablo Gonzalez on LinkedIn
📬Subscribe to Vendoroo's Weekly Newsletter
💼 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, 2025

Chapters:

07:10 The True Role of a CEO
10:05 The "Mini-Storage" Epiphany Moment
13:30 Hiring as an Investment, Not a Cost
16:45 Company Snapshot: The Grace Management Structure
20:18 Learning from Outside the Industry
26:30 Origin of Education-Based Marketing (The Swimming Pool Guy)
31:10 A CEO's Daily Routine
34:05 Overcoming the Guilt of "White Space"
41:25 Action Over Perfection: Starting Video Marketing
47:00 The Shift to Serving the PM Industry
50:15 The "Monopoly" Strategy
57:40 AI as an Opportunity, Not a Threat (The Fax Machine Analogy)

What separates the property managers who grind… from the ones who break through?

It’s not just strategy, or luck, or even hard work. It’s a hidden habit: opportunism.

In this episode of Property Management Frame Breakers, Vendoroo's Chief Evangelist, Pablo Gonzalez, unpacks how breakthrough property managers are creating non-linear leaps by spotting signals and acting before they’re “ready.” And with AI multiplying capacity like Vendoroo, boosting coordinators from 60–80 work orders to 200, with 400 on the horizon, those leaps become even bigger.

From Mark Cunningham’s fail-forward decisions, to Tony Cline’s scorecard systems that freed him to scale and pursue ultra-endurance challenges, to Lacy Hendricks and Alex Woff spinning an SEO gap into a thriving new business...this is what opportunism looks like in action.

You’ll learn:

✅ Why growth comes in leaps, not lines (and how to start catching them)
✅ The 3-step opportunist playbook: act on signals, replace yourself, build systems
✅ How AI becomes the ultimate lever for scale and freedom
✅ Why curiosity isn’t a luxury, it’s your fuel for the next big opportunity

Want to see opportunism in action? Don’t miss Alex Woff & Lacy Hendricks’ live webinar on how PMs can turn SEO into a true revenue engine.
Date: September 3 | Time: 1:00 PM ET
Register today: clearleaddigital.com/webinar

They’ll break down how to transform your website into your #1 growth channel and why SEO is the most overlooked opportunity in property management right now.

🎧 Listen now to uncover the hidden habit that sets the industry’s top property managers apart.

🌟 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:

00:05 The Problem with Linear Growth
01:28 The Opportunist’s Habit
04:15 Case Study 1: Mark Cunningham & Acting on a Signal
08:20 Case Study 2: Tony Klein & Building Systems to Scale
11:45 Case Study 3: The "Opportunist Playbook" in Action
16:22 AI as the Biggest Lever for Non-Linear Growth
20:40 Curiosity as a Growth Input
24:55 Building an Opportunist Mindset