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Artwork for Short Term Rental Secrets Podcast

Short Term Rental Secrets Podcast

MICHAEL SJOGREN
Short-Term Rentals
Airbnb
Short Term Rentals
Property Management
Real Estate
Entrepreneurship
Real Estate Investment
Mindset
Real Estate Investing
Financial Freedom
Personal Development
Leadership
Revenue Management
Artificial Intelligence
Co-Hosting
Hospitality
Hospitality Industry
Networking
Boutique Hotels
Short Term Rental

The Short Term Rental Secrets Podcast is dedicated to providing actionable content to help new and seasoned real estate investors launch, automate and scale their Airbnb business and fast track their journey to financial freedom. You can enjoy the podcast and other free resources at www.STRsecrets.com

PublishesTwice weeklyEpisodes386Founded6 years ago
Number of ListenersCategories
InvestingBusinessEntrepreneurship

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Artwork for Short Term Rental Secrets Podcast

Latest Episodes

🎟️ STR AI SUMMIT 2.0 — Sept 29–30 | Freedom Factory

50 spots left. Two days building real AI tools WITH us — revenue manager, listing optimizer, bookkeeping + lead gen — installed in your business before you leave.

👉 Grab tickets: strsecrets.com/... more

If you want to run your STR business on autopilot by a bunch of Ai Agents then join us for a two day hands on Ai workshop on September 29-30.

Register here: level.strsecrets.com/aisummit2

We are looking for 10 STR operators to find, fund, fix and f... more

🎟️ STR AI SUMMIT — Sept 29–30 | Freedom Factory

100 spots only (sold out in 4 weeks last time).

Two days building real AI tools WITH us — revenue manager, listing optimizer, bookkeeping + lead gen — installed in your business before you leave.

👉 Gr... more

What is your short term rental management company actually worth? Jacobie Olin sells these companies for a living, around 20 deals a year worth close to 200 million dollars, and in this episode he breaks down exactly how buyers value your business, w... more

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Recent Guests

Jacobie Olin
Founder and managing partner at C2G Advisors, a short-term rental M&A advisory
C2G Advisors
Episode: The Man Who Sold Off Vacasa: Sell Your Airbnb Business NOW — Before The Window Closes! | Jacobie Olin
Cameron Masters
Owner of a vacation rental management company; led acquisition of a 114-contract portfolio
Self / Partner in acquisition
Episode: How He Went From 18 to 140 Airbnb Units by Buying a 40 Year Old Company
Jeremy Rosen
Nurse turned co-owner of Five Star Vacation Home Rentals
Five Star Vacation Home Rentals
Episode: From the ICU to 70 Rentals: How a Full-Time Nurse Built His Way Out with Jeremy Rosen
Dave Menapace
Real estate investor, coach, and founder of Five Star Co-host
Five Star Co-host
Episode: He Was Running 6 Businesses, Managing 30 Properties, and Losing His Family | Dave Menapce
Mark Simpson
Founder/CEO of Boostly
Boostly
Episode: Direct Bookings, AI Agents & Why Airbnb Fees Are Going to 20% | Mark Simpson Returns
Ryan Lefebvre
AI and automation expert featured on STR Secrets, guest on this episode
STR Secrets
Episode: The AI Comp Tool That's Getting STR Managers 7 Sales Calls a Week
Chris Petzy
Business coach and operator focused on scaling short-term rental or service-based businesses
Episode: Why Your STR Business Stopped Growing (And It's Not the Market)
Dr. Rachel Gainsbrugh
Former physician turned real estate investor and AI entrepreneur; founder of Short Term Gems; AI mastermind founder
Short Term Gems / STR Secrets
Episode: She Built an AI Agent That Creates 10 Carousels From One Airbnb Link | Dr. Rachel Gainsbrugh
Marcus Räder
CEO of Hostaway, unicorn founder
Hostaway
Episode: $1B STR Company CEO Tells You Exactly How AI Will Eat Your Business (Or Make You Rich) | Marcus Räder, Hostaway

Hosts

Mike Reilly
Host of the show; guides interviews and facilitates discussion
Emanuele Pani
Host who introduces episodes and shares reflections

Reviews

4.7 out of 5 stars from 281 ratings
  • The BEST Podcast For Short Term Rental Hosts & Owners!!

    Podchaser
    5
    Taylor Cresswell
    2 months ago
  • Tammy Lee???

    Tammy is a fraud. Do better.

    Apple Podcasts
    1
    Nika346q
    United Statesa year ago
  • There’s always a way!

    Mike and E you guys are such an incredible inspiring team! The hotel con episode gets me fired up to get clearer on my goals and share them with my accountability team.

    2025 is the year to purchase a 10-12 room boutique hotel in the Lakes region.

    I just love hospitality and serving Gods people. Thank you for standing firmly in your vision and outside your comfort zones.

    Apple Podcasts
    5
    @godsgirl343
    United States2 years ago
  • Can’t believe how much I resonate with this

    This is literally the 1st time I hear about this podcast. My husband sent it to me via text message last night because I was already in bed. He wrote: “It made me think about you specially the last part after 40min”

    I didn’t even need to get that far… this episode alone made me a fan.

    I am transitioning from the traditional 9 to 5 life and crafting the life of my dreams. And this episode was delivered into my ears at a time I needed it most.

    Thank you 🙏🏽

    Apple Podcasts
    5
    Tanya from Zennya Coaching
    Canada2 years ago
  • Great for new and seasoned STR Investors & PM’s

    Awesome podcast that I have been listening to for the last few years. Great guests, and great content to help you if you are a PM or an STR investor.

    -Sharaya

    Apple Podcasts
    5
    unimpressed25
    United States2 years ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

Some feedback cautions about host delivery style; content quality consistently noted as high.
Listeners appreciate the practical, battle-tested tactics and guest expertise.
Many praise actionable strategies for scaling and exits, with strong emphasis on AI and automation.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Apple Podcasts
#177
Israel/Business/Investing

Talking Points

Recent interactions between the hosts and their guests.

How he left the media business to Build a 53-Unit Rental Business in One Town | Jason Muth
Q: What is your number one secret to success with short-term rentals?
Move quickly on big decisions while agonizing slowly on small ones, stay focused on a single market with a clear strategy, and continuously test and refine tactics rather than chasing every new tool.
How He Went From 18 to 140 Airbnb Units by Buying a 40 Year Old Company
Q: What did due diligence look like for a 114-contract portfolio?
We did a comprehensive Q of E, reviewed contracts, customer concentration, and the quality of earnings, and involved our attorney early to frame the LOI and post-close cleanups.
How He Went From 18 to 140 Airbnb Units by Buying a 40 Year Old Company
Q: What financing structures did you consider, and how did you decide on the final method?
We explored SBAs but our deal wasn't SBA-eligible; we used private lending, seller financing, and a small friends-and-family raise to cover the rest, with the seller carrying around 30% as a deferred payment.
How He Went From 18 to 140 Airbnb Units by Buying a 40 Year Old Company
Q: How does buying another business work in practice, especially in this sector?
It mirrors a real estate deal in structure, using private financing and seller participation, with a due diligence process to confirm value before we close.
She Built an AI Agent That Creates 10 Carousels From One Airbnb Link | Dr. Rachel Gainsbrugh
Q: How are you training the AI to behave like an employee?
By uploading well-thought-out SOPs, using conversations to fine-tune behavior, and iterating with test prompts to audit and update the AI's actions, much like onboarding and coaching a human employee.

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Frequently Asked Questions About Short Term Rental Secrets Podcast

What is Short Term Rental Secrets Podcast about and what kind of topics does it cover?

This show focuses on building, scaling, and monetizing short-term rental businesses through practical, action-oriented guidance. Recent episodes emphasize exiting or growing through strategic exits, high-growth acquisitions, and the role of technology—AI, automation, and direct-booking funnels—in improving margins and scalability. Guests range from M&A and private-equity experts to operators who expanded portfolios rapidly, with recurring themes on governance, systems, branding, pricing, and the importance of data-driven decisions. A standout angle is the blend of hands-on operational tactics with big-picture strategy, including rollups, exit vehicles, and AI-enabled workflows that help operators scale while maintaining guest and homeowner ... more

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Which podcasts are similar to Short Term Rental Secrets Podcast?

These podcasts share a similar audience with Short Term Rental Secrets Podcast:

1. The Short Term Show
2. Thanks For Visiting
3. Short Term Rental Riches
4. Tax Smart Real Estate Investors Podcast
5. Real Estate Rookie

How many episodes of Short Term Rental Secrets Podcast are there?

Short Term Rental Secrets Podcast launched 6 years ago and published 386 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on Short Term Rental Secrets Podcast?

Recent guests on Short Term Rental Secrets Podcast include:

1. Jacobie Olin
2. Cameron Masters
3. Jeremy Rosen
4. Dave Menapace
5. Mark Simpson
6. Ryan Lefebvre
7. Chris Petzy
8. Dr. Rachel Gainsbrugh

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