In the AI Age, There’s No Middle Ground
"You cannot overtake fifteen cars in sunny weather. But you can when it’s raining." — Ayrton Senna
I came across a viral essay from one of the biggest venture capital firms in the world the other day. It’s been circulating everywhere—shared on social feeds, forwarded in email chains, debated in industry groups. And for good reason: it’s a wake-up call.
Reading it, I had an AHA moment—not just because of what it said about AI’s potential, but because of who believes it.
When VCs—people whose job is to bet on the future—believe something is coming, they don’t just sit back. They fund it until it becomes reality. They invest billions into the companies building this future, accelerating its arrival.
And that means what the essay describes—AI revolutionizing how businesses operate—isn’t just theory. It’s happening.
And it’s coming for property management, whether we’re ready or not.
Company Full Of Geniuses or Death. Those Are Your Only Choices.
The essay’s core message is simple but sobering: AI is advancing at an unprecedented pace.
It envisions a near future—by 2026—where AI models outperform the world’s best minds in everything from writing and engineering to complex problem-solving.
These aren’t glorified chatbots. They’re virtual colleagues capable of autonomously handling projects, collaborating like human teams, and working at speeds no human can match.
He calls it a “country of geniuses” as your staff. Imagine having a million of the smartest people on Earth working for you—without breaks, burnout, or bandwidth limits.
Here’s what that means for businesses like property managers:
- Industries will be reshaped. The companies you see leading today might not be tomorrow.
- Customer expectations will skyrocket. As people get used to AI-driven “magic,” they’ll demand it everywhere.
- Those who embrace AI will surge ahead. Those who don’t? They’ll get overtaken—fast.
If investors believe this is inevitable—and are backing companies to make it so—the only question left is: Where will you stand when the shift hits the property management industry?
So What Can A Property Manager Do About It?
As I read the essay, three ideas stood out—three truths every business leader (and especially every property manager) needs to confront:
High Cost of Switching = Death
Let’s be honest—switching systems is the worst.
New logins, retraining your team, worrying about downtime... it’s tempting to think, “What we have works well enough. Why deal with the hassle?”
But ask yourself: Who really benefits from you staying put?
Legacy solutions—and the companies behind them—count on your inertia. They bank on the fact that switching feels overwhelming. Because as long as you’re focused on how hard change might be, you’ll keep paying for systems that are hanging on to the past.
But here’s the reality: not switching will be more painful than the fear of switching.
While you hesitate, A.I. adopters will be:
- Responding to issues faster with more detail
- Delivering real-time data
- Lowering their costs and prices
And your owners will notice. They’ll start wondering why their friend’s property manager is faster and more transparent than you.
🔑 What This Means for Property Managers:
If AI is going to revolutionize property management, it won’t come from the companies that built yesterday’s software.
Why? Because:
- The next great AI solutions will be developed by AI-native companies—not by legacy SaaS platforms trying to bolt AI onto outdated systems.
- AI isn’t just about more data—it’s about how the AI is trained to take action (the difference between agentic AI and simple automation).
- Legacy providers will push the Big Data Myth—the idea that whoever has the most data will build the best AI. But agentic AI doesn’t just need more data—it needs the right training, workflows, and execution capabilities.
This shift won’t happen all at once. That means property managers have two choices:
1️⃣ Work with AI-native solutions that integrate into open property management systems (like Rentvine), allowing you to plug in agentic AI as it evolves.
2️⃣ Wait for legacy SaaS providers to “build AI”—and hope they figure it out before your competitors pass you.

✅ Bottom line: You can either embrace AI on your terms—or wait and let someone else decide how you compete. The cost of waiting? Watching the companies who do make the right choice take the lead while you play catch-up.
Someone Will Create Magic for Your Customers—They’ll Expect It from You
One of the essay’s most striking points is how AI is transforming customer expectations across the board. People are getting used to instant answers, personalized experiences, and seamless solutions—and once they’ve experienced that level of service, there’s no going back.
This isn’t about incremental improvements. It’s about companies redefining what “good” looks like—and doing it fast. And here’s the kicker: when one company resets the standard, they capture the lion’s share of the market—up to 76%.

That’s how powerful a first-mover advantage is. The early adopters who deliver that “magic” experience don’t just improve—they own the conversation. Everyone else is stuck playing catch-up.
🔑 What This Means for Property Managers:
Think about your owners. They already expect:
- Real-time package tracking.
- Instant updates from banks and investment apps.
- Platforms that anticipate their needs before they even notice them.
Why should their property manager be any different?
And with agentic AI—AI that does the work for you rather than just assisting—that level of service is no longer out of reach.
Here’s the reality: someone in your market will reset owner expectations. When they do, they’ll capture the majority of new business. And owners working with slower, less transparent managers will start to wonder, “Why am I settling for less?”
(Why shouldn’t that trendsetter be you?)
✅ Bottom line: Reset the standard—or be forced to chase it later.
Big Teams = Big Pain. Small Is The New Status.
For a long time, growth in property management meant getting bigger. More doors required more staff, more overhead, and more complexity. Success was measured by how large your team was and how many properties you managed.
But let’s be honest—big doesn’t always mean profitable… or more enjoyable.
For past generations, bigger meant better
But that’s changed.
Millennials and Gen Z don’t see bigness as power—they see smallness as premium.
- They favor boutique over mass production.
- They trust specialists over generalists.
- They value agility over bureaucracy.
The highest-status brands today aren’t the biggest—they’re the ones that offer tailored, high-touch experiences.
The same shift is happening in property management.
As Millennials inherit rental properties from Baby Boomers, they will gravitate toward PMs that feel specialized, responsive, and tech-enabled. They don’t want bloated firms with layers of inefficiency. They want lean teams that leverage AI to provide a seamless, high-status service.
🔑 What This Means for Property Managers:
For decades, growth in property management meant hiring more people to manage more doors. But what if you didn’t need a big team?
What if you had that "country of geniuses" working for you instead?
That’s what agentic AI delivers.
AI doesn’t just help—it does the work. It handles the tasks that once required an entire back office:
And that frees you up to build the kind of company that today’s owners want to work with.
Instead of a bloated team weighed down by admin work, you have a tight strike force of specialists—focused purely on what humans do best:
- Creating high-touch relationships.
- Delivering a boutique, personalized experience.
- Being there for people in ways AI can’t.
✅ Bottom line: AI takes care of everything that should be automated, so your team can focus only on what actually matters. Lean. Profitable. Boutique. Unstoppable.
Your Unfair Advantage
If you’ve made it this far, you’re already doing something most people don’t: you’re asking the right questions. You’re not just reacting to change—you’re thinking critically about how to navigate it. And that matters. A lot.
Because history is full of companies that didn’t.
The Innovator’s Dilemma teaches us that successful businesses often get disrupted not because they lacked resources or talent—but because they clung to what had worked before. They stayed comfortable. They waited for things to “settle down.”
But this isn’t the kind of storm you wait out.
I opened with the same quotes the article for a reason:
"You cannot overtake fifteen cars in sunny weather. But you can when it’s raining."
It’s raining now. Hard.
The pace of change has accelerated. Owner expectations are shifting. Technology is evolving faster than most can process. And layered on top of it all? The largest generational wealth transfer in history—reshaping the entire ownership landscape.
This isn’t just another race. It’s the biggest prize property management has seen in a generation.
The question isn’t whether you’ll be affected by these changes—you will be. The question is:
🔑 Will you be the one overtaking—or the one getting overtaken?
These frameworks—rethinking switching costs, resetting owner expectations, embracing lean and profitable teams—aren’t just tools to chart your path forward. They’re filters. Use them to decide:
- Who do you partner with?
- Which solutions “get it” and which are stuck in the past?
- Who’s building for where the market is headed—and who’s just patching old problems?
The companies that embrace the rain—that see this storm not as a threat but as their moment to pass competitors—will be the ones holding the trophy when the race is over.
And if you’re reading this? You’re already on the right track. Now it’s about stepping on the gas.
Adapting every process in your company to a technology that by default changes the whole nature of your business is always a daunting task.
Let us help you accomplish it.
At Vendoroo we spend nearly every waking hour of our day obsessing about how to create better Agentic AI solutions for property managers.
If you’d like to integrate Agentic AI before your competitors do and reap the rewards of a tech-powered, abundant future before everybody else, let’s talk!
Book a Demo and Join the Movement.
Pablo Gonzalez, Chief Evangelist at Vendoroo