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Case Study9 min readDecember 2024

I Built My Own Competitive Advantage in a Weekend. Then I Turned It Into a Business.

How frustration with generic software led to Guest Loop, and what it taught me about what SaaS should actually be.

I manage a handful of vacation rental properties in Katoomba, in the Blue Mountains west of Sydney. Up here, I'm competing against property management companies with 100+ listings, dedicated marketing teams, and budgets that dwarf mine.

On paper, I shouldn't be able to compete. They have scale. I have a laptop and stubbornness.

So I built my own advantage. In a weekend. Then I realised everyone else had the same problem, and turned it into a product.

This is the story of Guest Loop, and what it taught me about why most SaaS is broken and what it should look like instead.


The problem wasn't the software

Let me be clear: I use Lodgify for my property management, and I love it. It handles bookings, calendars, and channel management brilliantly. I'm not here to trash SaaS platforms, the good ones earn their fees.

But here's what Lodgify can't do: make my guests feel like they've discovered something special.

The big property managers up here treat guests like transactions. Check in, check out, leave a review, next. Their guest communication is templated. Their local recommendations are generic. The experience is... fine. Forgettable.

I wanted more than fine. I wanted guests who felt looked after. Who discovered the hidden waterfall, the bakery the locals queue for, the fire pit spot with the best stars. Who came back next year and told their friends.

That's not a software problem. That's a relationship problem. And you can't buy a relationship off the shelf.

So I thought: f*%k it. I'll beat them at their own game. I'll out-experience operators with ten times my properties by building something they can't buy.


The first version: a weekend project

Guest Loop started as a digital guidebook for my own properties. When guests arrive, they scan a QR code and get access to everything they need: property information, check-in details, local recommendations, emergency contacts, and curated guides to the area.

But here's what made it different from generic guidebook tools: it was mine.

I controlled the experience completely. The design reflected my brand, not some SaaS company's template. The recommendations were genuinely local: places I go, not a scraped list from TripAdvisor. The tone was personal, not corporate.

And critically, I captured guest emails directly. Not through a third-party platform that owns the relationship. Me.

Total build time:

One weekend.

Competitive advantage:

Immediate.

The big operators had access to better tools than me. But those tools made everyone look the same. I had something they couldn't purchase: a guest experience that was genuinely different.


Then I realised I wasn't alone

After a few months of using Guest Loop on my own properties, something became obvious: every small vacation rental operator has this problem.

They're all competing against bigger players with more resources. They're all stuck with generic tools that don't differentiate them. They're all losing the guest relationship to platforms that treat hospitality like a transaction.

The tool I built to solve my problem could solve theirs too.

So I rebuilt Guest Loop from the ground up, not as a personal project, but as a platform others could use.


Building SaaS the way it should be built

Here's where most SaaS gets it wrong: they build for scale first and customers second.

The result is bloated platforms that serve everyone poorly. Feature requests disappear into backlogs. Roadmaps are driven by the biggest accounts or the loudest investors. Small customers get ignored. Everyone gets the same generic experience.

I built Guest Loop differently.

  • Infinitely scalable. The architecture handles one property or one thousand. Growth doesn't break things.
  • Secure by design. Guest data is protected properly. Not an afterthought bolted on later.
  • Extensible at the core. When a customer needs something, I can build it. Not "add it to the roadmap for Q3 next year." Build it. Often within days.

That last point is the real moat.

The big SaaS vendors can't be responsive. They have thousands of customers pulling in different directions, layers of product management, engineering sprints planned months in advance. A feature request from a small customer is noise.

I treat every customer like royalty because I can. The architecture supports it. The business model supports it. The whole thing was built to be responsive in ways legacy platforms never can be.

When a Guest Loop customer says "I wish it could do X," my answer isn't "great suggestion, we'll consider it."

My answer is "give me a few days."

That's not a feature. That's a completely different relationship with your software vendor.


What big SaaS gets wrong

Most SaaS companies start with a genuine insight. Someone identifies a problem, builds a solution, and finds customers who need it.

Then they scale. And scaling changes everything.

To serve thousands of customers, you have to generalise. You build for the average user, the common case, the 80% use. The edges get ignored. The specific needs get deprioritised.

To satisfy investors, you have to grow revenue. That means enterprise sales, which means building for the biggest accounts. Small customers become an afterthought, they're not worth the support cost.

To manage complexity, you have to slow down. Roadmaps extend. Release cycles lengthen. What used to take a week takes a quarter.

The SaaS that started as a sharp tool for a specific problem becomes a bloated platform that's mediocre at everything and excellent at nothing.

This is the trap. And most vendors don't even realise they're in it.


The alternative: focused, responsive, human

Guest Loop isn't trying to be everything for everyone. It's a digital guidebook platform for vacation rental hosts who care about the guest experience. That's it.

Within that focus, I can be excellent. I can know every customer by name. I can understand their specific challenges. I can build features that matter to them, not to some imaginary average user.

The big platforms can't do this. Their scale won't allow it. Their business model won't allow it. Their architecture won't allow it.

That's not a weakness of being small. That's an advantage.

The future of SaaS isn't bigger platforms with more features. It's focused tools built by people who genuinely understand the problem, who can respond to customers like humans, and who've architected their systems to be flexible rather than brittle.

Guest Loop is my proof that this model works.


The capability collapse

None of this would have been possible five years ago.

Building a scalable, secure, production-grade SaaS platform used to require a team of engineers, months of development, and significant capital. The economics only worked if you were building for a huge market.

AI has changed that equation completely.

I'm not a full-time developer. I'm a product manager at a major Australian university with two decades in education technology. Guest Loop was built in spare hours, using AI assistants and modern frameworks that have compressed the development cycle to almost nothing.

What used to require

a team

I can do alone

What used to take

months

I can do in weeks

What used to cost

$100k+

I can bootstrap

This is the capability collapse. And it changes everything about what's possible.

The big SaaS vendors built their businesses when software was expensive to create. They have legacy architectures, legacy processes, legacy thinking. They can't move fast because they weren't built to move fast.

New entrants (people like me) can build modern systems from scratch. Scalable from day one. Responsive by design. Focused on specific problems rather than trying to boil the ocean.

The advantages of incumbency are eroding. The advantages of agility are compounding.


What this means for you

If you're a vacation rental host, Guest Loop might be exactly what you need. That's the obvious pitch.

But the bigger lesson applies everywhere.

If you're frustrated with software that doesn't quite fit, that ignores your feature requests, that treats you like a number, you have options now that didn't exist before.

You can build your own. The tools exist. The capability gap has collapsed.

Or you can find vendors who've built differently. Smaller players who've architected for responsiveness rather than just scale. People who'll treat you like a partner rather than a line item.

The SaaS landscape is going to fragment. The era of giant platforms that do everything poorly is ending. The future belongs to focused tools, responsive vendors, and customers who refuse to accept generic experiences.


The skills that made this possible

I won't pretend this was magic. Building Guest Loop (first for myself, then as a platform) required capabilities. But not the ones you might expect.

  • Clarity on the problem. I didn't start by writing code. I started by being a frustrated vacation rental host who couldn't compete with bigger operators. That frustration was the specification.
  • Domain expertise. I understand hospitality. I know what guests need. I've felt the pain of generic tools. The technology just delivers that understanding.
  • Product thinking. Knowing what to build is harder than knowing how to build it. The first version of Guest Loop was scoped ruthlessly: just the features that mattered, nothing else.
  • Modern AI tools. Knowing how to work with AI assistants effectively. How to prompt. How to iterate. How to build faster than should be possible.
  • Architecture decisions that enable responsiveness. Building for extensibility from day one, not bolting it on later.

These are learnable skills. And they're increasingly valuable in a world where the ability to build focused solutions quickly is a genuine competitive advantage.


You can learn to do this too

Here's the thing: I'm not special. I'm a product manager who got frustrated and decided to build.

The skills that made Guest Loop possible (product thinking, AI-assisted development, architecture decisions that enable responsiveness) these are learnable. Not in a four-year degree. Not in an expensive bootcamp. Through focused practice and the right guidance.

That's why I started Teachnology.

Guest Loop, Ink Wise, Forkcast, these are products of Teachnology Ventures, our product studio. They're proof we practice what we preach. But they're not the main game.

The main game is helping organisations learn to do this themselves.

Most consultants create dependency. They want you to keep paying them. We want you to build capability. We want your team to look at a problem and think "we could build that" instead of "which vendor should we buy?"

Through Teachnology Advisory, we work with education leaders, executives, and organisations who are ready to stop renting generic software and start owning their differentiation. We don't just build for you, we teach you to build for yourself, properly.

That means:

  • Product thinking: How to identify what's worth building vs what's noise
  • AI-assisted development: How to work with modern tools to compress build cycles
  • Architecture that scales: How to build systems that grow with you and stay responsive
  • Sustainable practices: How to maintain and extend what you build without drowning in technical debt

The capability gap between "big company with dev team" and "small team with focus" has collapsed. The organisations that figure this out will build compounding advantages. The ones that don't will keep paying the subscription tax and wondering why they can't differentiate.


Where this goes next

Guest Loop is live, serving vacation rental hosts who want more than generic software can offer. It's proof that small operators can outcompete bigger players by building what you can't buy.

But it's also proof of a bigger thesis: most organisations are over-reliant on software that makes them look like everyone else. The opportunity is building focused tools that create genuine differentiation.

The capability to do that has never been more accessible. And if you're ready to learn how, we're ready to teach you.

SaaSCompetitive AdvantageAIVacation RentalsProduct DevelopmentEntrepreneurship
JL

Written by

Jason La Greca

Founder of Teachnology, an AI transformation consultancy and product studio. He helps organisations build AI that actually works, and teaches them to keep building after he's gone.

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