Casago Highland Lakes Scaling With Unified Guest Experience

Discover how Casago Highland Lakes is scaling from 12 to 180 properties in a year with Enso Connect’s AI-powered guest messaging, remote access, and automated upsells - all in one place.

July 30, 2025

Enso Connect is an important a partner for Casago Highland Lakes in the big Casago merge. We rely on them not just for a unified inbox but for the tools that let us grow without adding complexity.

Michael Weimann

GM - Owner, Casago Highland Lakes

Enso Connect is an important a partner for Casago Highland Lakes in the big Casago merge. We rely on them not just for a unified inbox but for the tools that let us grow without adding complexity.

Michael Weimann

GM - Owner, Casago Highland Lakes

Challenges

Rapid growth from 12 to 180 properties

Rapid growth from 12 to 180 properties

Rapid growth from 12 to 180 properties

Disconnected tools for comms, locks, and vetting

Disconnected tools for comms, locks, and vetting

Disconnected tools for comms, locks, and vetting

Time-heavy manual processes

Time-heavy manual processes

Time-heavy manual processes

Goals

Unify communications, access, and guest verification

Unify communications, access, and guest verification

Unify communications, access, and guest verification

Automate operations to scale seamlessly

Automate operations to scale seamlessly

Automate operations to scale seamlessly

Boost upsell revenue and guest satisfaction

Boost upsell revenue and guest satisfaction

Boost upsell revenue and guest satisfaction

The Problem

What began as a side project for two brothers, each balancing full-time jobs, quickly evolved into a full-fledged hospitality business. After growing from two to 12 properties and professionalizing under the Casago brand, the co-founders are now stepping fully into the business as they prepare for a major acquisition. This growth will take Casago Highland Lakes from 12 to 180 properties in just one year. To scale successfully, the company needs centralized systems for guest messaging, security, access, and revenue generation.

The Solution

Casago Highland Lakes turned to Enso Connect to streamline the guest management aspect of its fast-growing operations. With a single platform, the team can manage guest communications through an AI-powered unified inbox. They can also automate messaging and guidebooks, and manage smart locks for seamless access. Integrated guest verification and upsell tools optimize the tech stack, cutting complexity and enabling the business to scale efficiently. It ensures the team can handle 180 properties without sacrificing guest experience or revenue growth.

We used to build local guidebooks by hand. Now, theyre ready to go when we onboard a property - and thats huge as we scale!

Michael Weimann

GM - Owner, Casago Highland Lakes

We used to build local guidebooks by hand. Now, theyre ready to go when we onboard a property - and thats huge as we scale!

Michael Weimann

GM - Owner, Casago Highland Lakes

23%

of messages are positive feedback

23%

of messages are positive feedback

23%

of messages are positive feedback

$300

monthly upsell revenue

$300

monthly upsell revenue

$300

monthly upsell revenue

1,400%

growth with Casago merge

1,400%

growth with Casago merge

1,400%

growth with Casago merge

AI is going to be everywhere, and I appreciate that Enso is just as focused on preventing incorrect information as making things easier for us. We love the AI Copilot and are excited for the Autopilot to launch.

Michael Weimann

GM - Owner, Casago Highland Lakes

AI is going to be everywhere, and I appreciate that Enso is just as focused on preventing incorrect information as making things easier for us. We love the AI Copilot and are excited for the Autopilot to launch.

Michael Weimann

GM - Owner, Casago Highland Lakes

Highland Lakes Casago Property
Highland Lakes Casago Property
Highland Lakes Casago Property
Highland Lakes Casago Logo
Highland Lakes Casago Logo
Highland Lakes Casago Logo

About the company

Casago Highland Lakes

Location:

Lake and suburban communities north and northwest of Austin, Texas

Listings:

12

Employees:

2 full-time employees, 1 VA and seasonal staff

Unit Type:

lakefront homes, hill country cabins and suburban rentals

Casago Highland Lakes is a locally owned and operated vacation rental management company serving the lake-centric and suburban communities north and northwest of Austin, Texas. Founded by brothers Mike and Tim, who bring decades of combined experience in real estate, hospitality technology, and community service, the company was built on a deep understanding of the region and a shared commitment to serving both homeowners and guests. After their first vacation rental investment highlighted the frustrations of remote ownership, Mike and Tim set out to create a local, hands-on management company focused on optimizing homeowner returns while ensuring seamless, memorable guest experiences. Today, Casago Highland Lakes blends local expertise with innovative technology to deliver trusted property management and exceptional stays across one of Texas’s fastest-growing regions.

No other platform integrates smart locks, guest vetting, and messaging like Enso Connect. Having everything under one roof makes scaling so much easier.

Michael Weimann

GM - Owner, Casago Highland Lakes

No other platform integrates smart locks, guest vetting, and messaging like Enso Connect. Having everything under one roof makes scaling so much easier.

Michael Weimann

GM - Owner, Casago Highland Lakes

Highlands Casago Verification Screen
Highlands Casago Verification Screen
Highlands Casago Verification Screen

Guest Verification, Simplified

Highlands Casago Home Screen
Highlands Casago Home Screen
Highlands Casago Home Screen

Digital Guest Portal and Online Check-in

Highlands Casago Upsell Screen
Highlands Casago Upsell Screen
Highlands Casago Upsell Screen

Easy Add-On Purchases for Guests

Highlands Casago Guidebook Screen
Highlands Casago Guidebook Screen
Highlands Casago Guidebook Screen

Essential Information at Guests’ Fingertips

The upsells we've been able to generate from Ensos automated messages have exceeded our expectations. And weve only scratched the surface!

Michael Weimann

GM - Owner, Casago Highland Lakes

The upsells we've been able to generate from Ensos automated messages have exceeded our expectations. And weve only scratched the surface!

Michael Weimann

GM - Owner, Casago Highland Lakes

From 2 to 180 Properties: How Casago Highland Lakes Scales with Unified Operations

When brothers started their short-term rental journey in 2021 with a single cabin in Tennessee, they never imagined they'd be managing 180 properties across Texas by 2025. Here's how the right technology platform made massive growth possible.

Mike, owner of Casago Highland Lakes, shares his journey from frustrated property owner to successful franchise operator, and why centralizing operations became critical to his explosive growth.

Casago Highland Lakes Founders

The Challenge: Growing Without the Right Systems

Mike and his brother launched their short-term rental business in 2021 with a single cabin in Tennessee. The property performed well, but managing it from different states — Mike in Texas, his brother in Florida — quickly became frustrating. Every update or improvement relied on local vendors who didn’t share their urgency or vision. As they planned to grow, Mike knew they couldn’t scale with piecemeal systems and disconnected tools. They needed a centralized way to handle guest communications and operations without juggling multiple platforms — which led them to Enso Connect.

"The reason we got into Enso Connect in the first place is because we knew we were going to grow to a point where we had to have systems in place for communication. I didn't want to be working with multiple platforms connecting to other platforms if I could avoid it."

The Search: Finding the Right Unified Platform

Mike met Enso Connect’s CEO, Francois, at Streamline Summit - at just the right time. He was looking for a unified inbox solution. But what really stood out was how Enso combined messaging with smart lock integration and built-in guest vetting, all in one platform. Other tools he reviewed required coding-heavy setups or relied on third-party vendors to handle critical components like access and screening. Enso offered a more streamlined alternative.

"Other competitors, none of them have that integration of the smart lock like Enso. And that's huge. It's not just about avoiding paying the middleman, but I don't have a single throat to choke. Having a single relationship for all three of those things makes it easier for us to scale."

Highlands Casago Team

The Growth Story: From Local Startup to Casago Powerhouse

When the Casago merger was announced at the end of 2024, everything changed for Casago Highland Lakes. The company was set to scale from 12 to 180 properties practically overnight, spanning a two-and-a-half-hour radius across Central Texas. What had been a lean operation with one full-time employee in Austin now required a full team, including a general manager and support staff. This kind of growth wasn’t possible without the right systems.

“There’s no way we could scale without a centralized platform to manage guest communications. The unified inbox, automated messaging, built-in AI, and smart lock code generation - all of it made Enso Connect an easy choice.”

Essential Features Driving Success

Casago Highland Lakes currently uses Enso Connect to manage 12 properties with a lean, tech-powered operation. Key features include the unified inbox with AI-assisted guest messaging, the Boarding Pass for guiding guests from booking to checkout, integrated guest verification via Truvi (ex Superhog), and dynamic digital guidebooks. Automated upsells and centralized reporting give the team clear visibility into revenue, guest sentiment, and communication performance.
As they scale to 180 properties, these automation-ready tools will be critical to maintaining efficiency. They’ll unlock new revenue and ensure consistent, five-star guest experiences.

"It has been a godsend, not just for where we've been, growing from two to 12 properties, but now that we're doing this big acquisition."

Paddleboat Rental Shop

Revenue Impact: Beyond Expectations

Automated upsells have become a surprising revenue driver for Casago Highland Lakes. From early check-ins and late checkouts to pet fees and excursions, the team is already seeing strong returns - driven directly through Enso Connect’s messaging flows.

And they’re just getting started.

"If you just look at early check-ins and late checkouts, it's been worth it. But there have been others - aftermarket pet fees, excursions. We haven't even gotten into the big market yet. Fredericksburg, Texas is a big wine destination. That's going to be huge."

Zip Line

Technology Integration and AI

For Mike, Enso Connect offered a faster, more intuitive alternative to building workflows inside Streamline PMS. While some features overlap with Streamline, the setup inside Enso was far simpler and more efficient.

He’s also leveraging EnsoAI to streamline guest messaging, using AI-generated replies that save time while staying on brand.

“I like that Enso’s AI doesn’t just automate blindly. It protects us from errors while making our team more efficient. And that’s only going to get more valuable as we scale.”

Digital Guidebooks: From Manual to Automated

Early on, Casago Highland Lakes relied on printed, custom-made guidebooks - a time-consuming process that didn’t scale. With Enso Connect, digital guidebooks are built directly into the platform and pre-filled with property-specific content based on location and amenities.

“Now when we onboard a new property, much of the guidebook is already ready to go. And with 180 properties on the horizon, that kind of automation is critical to our long-term success.”

Backyard of a Beautiful Secluded Home with a Pool

Managing a Diverse Portfolio with Flexibility Built In

Casago Highland Lakes doesn’t manage properties in just one type of market. It spans a wide region, from Austin’s northern suburbs to rural lakeside towns, hill country retreats, and Texas wine destinations. It’s not a single city, but a patchwork of distinct guest expectations and property needs. That diversity demands flexibility.


“We manage very different types of destinations. Enso makes it easy to tailor the guest experience for each one, from lakefront escapes to wine country weekends, all within the same platform.”

Would You Recommend Enso to Vacation Rental Managers?

"I would, and I have. The main reason why we stick with Enso is the level of support. All these different things that we want to do in a single platform - we rely on Enso for a lot of different things, not just our universal inbox communications."

Photo of the Two Founders

Key Takeaways for Property Managers

  1. Single Platform Advantage
    Avoiding multiple integrations reduces complexity and creates accountability

  2. Automation Enables Scale
    Manual processes that work for 2 properties break down at 180

  3. Revenue Beyond Bookings
    Automated upsells can exceed expectations when properly implemented

  4. AI as Assistant, Not Replacement
    Smart AI implementation protects against errors while improving efficiency

  5. Flexible Systems for Diverse Markets
    One platform can serve urban, rural, and destination properties differently

For property managers facing similar growth challenges, Mike's experience demonstrates that the right technology partner doesn't just support growth. It makes explosive scaling possible.

See How Enso Connect Can Help You Scale