The STR market isn’t crashing — it’s recalibrating.

In this episode, we break down AirDNA’s 2026 outlook and translate the data into real, tactical decisions for hosts and property managers. Demand is softening, supply is shifting, and average properties are losing ground — but operators who adapt will win.

This is a data-backed walkthrough of what’s changing, why it matters, and exactly what to do next.

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Inside this episode:

• What AirDNA’s 2026 data actually says about demand and supply

• Why average properties will lose occupancy and revenue

• The markets and property types positioned to outperform

• How to talk homeowners into smart upgrades (with ROI)

• Why property managers are pulling ahead of solo hosts

• Using AI and systems to protect reviews and prevent burnout

00:00 – What the 2026 STR Outlook Means for Hosts & Property Managers

03:30 – Why STR Supply Has Flattened (And Why That Matters)

06:10 – Demand Is Softening: The Economic Reality Hosts Must Accept

09:15 – Average Properties Will Lose Occupancy in 2026

12:00 – Why Larger, Luxury Properties Are Winning Again

15:00 – Shedding Low-Performing Properties to Refocus Growth

18:20 – Coastal & Urban Markets: Where Smart Money Is Moving

21:00 – How to Sell Homeowners on Strategic Property Upgrades

24:30 – Property Managers vs Solo Hosts: The Performance Gap

27:40 – AI, Systems, and the Only Way to Scale Without Burning Out

Get FREE Access to our Community and Weekly Trainings:

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Scaling isn’t a systems problem — it’s a leadership problem.

In this episode, we break down what actually changes when you go from being a solo operator to leading a real team. From earning respect instead of demanding it, to building systems that support people (not suffocate them), this conversation unpacks the leadership shifts required to scale without chaos.

If you’re growing doors, people, or partnerships — this episode will change how you think about leadership.

Inside the episode:

• The two ways leaders earn respect (and why only one works)

• Why supporting team members’ goals makes you more valuable

• How ego quietly slows down growth

• Leading teams through systems, not micromanagement

• What it really takes to earn buy-in as a leader

• Why consistency beats motivation when scaling

00:00 – The Two Ways Leaders Show Up (Title vs Example)

04:10 – Why Supporting Team Growth Makes You More Valuable

08:05 – From Solo Operator to Leading People

12:30 – Letting Go of Ego to Scale Faster

16:05 – Earning Respect Without Authority

20:10 – Using Systems to Reduce Team Burnout

24:05 – Aligning Company Goals With Personal Goals

28:00 – Consistency Over Motivation in Leadership

32:10 – Scaling Teams Without Losing Culture

36:20 – The Leadership Standard That Sustains Long-Term Growth

Guest Bio:

Ryan Leake, originally from Mill Valley, CA, moved to Austin, TX in 2023, where he left corporate America and founded Host Del Casa, a short-term rental management company.

After successfully building the business, Host Del Casa merged with Five Star Vacation Home Rentals (FSVHR), where Ryan now serves as a Managing Partner for the #1 luxury short-term rental management company in Central Texas - managing 60+ luxury short-term rental properties across Austin and San Antonio.

In addition to his role at FSVHR, Ryan became a coach and consultant for STR Secrets, the leading short-term rental business coaching program, where he helped operators overcome self-limiting beliefs and build profitable, lifestyle-driven STR businesses.

Today, Ryan continues to coach and mentor new short-term rental operators, share insights as a thought leader in the space, and prioritize a life designed around freedom, impact, and balance.

Guest Link:

www.instagram.com/itsaleake

Get FREE Access to our Community and Weekly Trainings:

https://group.strsecrets.com/

Most operators think better tech will fix their problems. It won’t.

In this episode, Frank Bosi (Hostfully) joins the show to unpack the real challenges STR leaders face as they scale—pressure, decision fatigue, emotional weight, and the constant tension between automation and hospitality.

Drawing from years inside luxury hotels like Ritz-Carlton and Four Seasons, Frank breaks down what most operators get wrong about tech stacks, leadership, hiring, and guest experience—and how to build systems that create confidence instead of doubt.

Inside this episode:

1. Why tech stack decisions are emotional, not logical
2. How disconnected tools quietly create leadership stress
3. The difference between automating tasks vs removing hospitality
4. What luxury hotels get right about training and consistency
5. Why leaders must absorb pressure instead of passing it down
6. How to hire people who protect your brand when you’re not watching

This is a must-listen for any STR operator building a team, scaling systems, or feeling the weight of leadership.

00:01 – Why Tech Stack Decisions Are Emotional, Not Logical

03:45 – Automation vs Hospitality: Where Operators Go Too Far

07:10 – The Weight of Leadership Most People Aren’t Ready For

11:00 – Why Disconnected Tools Create Doubt and Stress

15:20 – Lessons STR Operators Can Steal From Luxury Hotels

19:10 – Why Leaders Can’t Have “Bad Days” Publicly

23:30 – Hiring People Who Protect Your Brand When You’re Not There

27:40 – Training, Standards, and Why Consistency Beats Luxury

31:50 – Using Tech to Create Confidence, Not Complexity

36:40 – The Real Role of a Leader in Scaling STR Operations

Guest Bio:

Frank Bosi is the Senior Director of Partnerships at Hostfully, a leading platform supporting short-term rental operators around the world. He drives strategic relationships across the STR ecosystem; working with technology partners, influencers, coaches & thought leaders to help property managers scale and deliver great guest experiences.

Frank also actively contributes to industry conversations through webinars, events and podcasts (such as this) designed to help operators grow smarter, faster, and more profitably.

Outside of work, Frank prioritizes faith, fitness, and family; spending his free time with his wife and kids, training CrossFit, and staying focused on overall wellbeing.

Guest Link:

https://www.instagram.com/frank_bosi/

Get FREE Access to our Community and Weekly Trainings:

https://group.strsecrets.com/