STR Global Unlocked with Simon Lehmann
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Subscribers: 2
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Episodes: 51
Description
Simon Lehmann talks to the people running short-term rental at scale.
Operators, platform CEOs and investors, on the decisions that separate
businesses that scale from ones that plateau.
No panel-discussion politeness and no vendor pitches. Guests have included
the co-founder of Vacasa, the president and CEO of Booking Holdings, and the
founder of Holidu. The conversations go where the operating problems actually
are: unit economics, distribution, AI, capital, and what breaks when you grow.
Simon is a former CEO of Interhome, co-founder and chairman of Vacasa Europe,
past president of Phocuswright, and sat on the HomeAway board before the IPO.
He now advises operators, investors and hospitality technology vendors.
New episodes every Tuesday.
simonlehmann.net
| Episode | Date |
|---|---|
|
046: The Biggest Lie in Vacation Rental Reviews! | Ashley Ching
|
Sep 15, 2026 |
|
How Top STR Operators Actually Use AI to Scale
|
Sep 08, 2026 |
|
045: The Real Cost of Furnishing a Short-Term Rental | Andria Santos
|
Sep 01, 2026 |
|
044: Hotel vs. Airbnb Is Over: Here’s What Wins | Niko Karstikko
|
Aug 25, 2026 |
|
043: Why Big Property Managers Should Be Worried | Jannik Abraham
|
Aug 18, 2026 |
|
Why Scaling Your STR Breaks Without This System
|
Aug 11, 2026 |
|
042: Why Your Rental Business Is Easy to Replace | Rachel Alday
|
Aug 04, 2026 |
|
041: This Property Manager Increased Profit by 160% With AI | Alex Zemianek
|
Jul 28, 2026 |
|
The 5 Levels of STR Companies Explained
|
Jul 23, 2026 |
|
040: How to Turn STR Guests Into Loyal Customers | Matthew Orley
|
Jul 21, 2026 |
|
039: Hospitality Isn’t Ready for the Future Guest | Jamie Lane
|
Jul 07, 2026 |
|
038: Short-Term Rentals Are Entering Their Most Dangerous Era | Shaun Shirazian
|
Jun 30, 2026 |
|
037: Will AI Replace Hospitality Teams? | Stone Fish, Vancauwenberghe, Ullrich, Rubin
|
Jun 23, 2026 |
|
The Margin Mistake Killing Most STR Companies!
|
Jun 16, 2026 |
|
036: How to Build a Business That AI Can’t Replace | Siddhi Mittal
|
Jun 09, 2026 |
|
035: The Best Way to Make Money in Property Management | Julie Brinkmann
|
Jun 02, 2026 |
|
034: The AI Shift Most Property Managers Are Missing | Sab Mulligan, Arnon Cavaeiro, Chris Sorensen
|
May 26, 2026 |
|
033: Why Booking Trips Is About to Change FOREVER (CEO Explains) | Amirali Mohajer
|
May 19, 2026 |
|
032: How HomeToGo Shifted Beyond Its Marketplace | Dr. Patrick Andrae
|
May 12, 2026 |
|
031: Beyond STR and Hotels: How Numa's Third Model Uses 100+ Automations to Rewrite Urban Hospitality | Christian Gaiser
|
May 05, 2026 |
|
030: No Phone, No OTAs, No VC Time Horizons: Can Unplugged's Digital Detox Cabins Actually Scale? | Hector Hughes
|
Apr 28, 2026 |
|
029: What Marriott Really Thinks About Short-Term Rentals: Chris Stephenson on Loyalty, Quality Standards, and the Future of Alternative Accommodations
|
Apr 21, 2026 |
|
028: $200M Raised, 50x Growth: Johannes Siebers of Holidu on Local Trust, Agentic Workflows and the Supply Nobody Else Was Counting
|
Apr 14, 2026 |
|
027: What Institutional Capital Really Thinks About STR Right Now | Chris Hemmeter, Thayer Ventures
|
Apr 07, 2026 |
|
026: What AI-Native Actually Means: Arbio's Bet on the AI Operating System for Short-Term Rentals
|
Mar 31, 2026 |
|
025: Guests Aren't Googling Anymore: AI, OTAs & the Future of STR Distribution | Shaun Stewart
|
Mar 24, 2026 |
|
024: Curation Over Volume: How Landfolk Is Redefining Growth in Short-Term Rentals with Christian Schwarz Lausten
|
Mar 17, 2026 |
|
023: Dependability vs Consistency: How Airbnb Redefined Hospitality Standards with Chip Conley
|
Mar 10, 2026 |
|
022: Why STR Leaders Crack Under Pressure | CEO Coach Gary Cohen
|
Mar 03, 2026 |
|
021: Is Luxury Short-Term Rental Really Resilient? - Luxury STR Roundtable with Emerald Stay, Le Collectionist, The Luxe Nomad and Nocturne Luxury Villas
|
Feb 24, 2026 |
|
020: Trust, Reviews, and AI: How Experience Intelligence Is Shaping Hospitality and STR with Ben Jost of TrustYou
|
Feb 17, 2026 |
|
019: Travel Marketplaces That Endure: Lessons from HomeAway to RVshare with Jon Gray
|
Feb 10, 2026 |
|
018: Where Real Estate Models Are Converging: Lavanda CEO Fred Lerche-Lerchenborg on Flexible Living, STR, and Multifamily
|
Feb 03, 2026 |
|
017: Decisions, Not Forecasts: How Professional STR Operators Win in 2026 with Simon Lehmann
|
Jan 27, 2026 |
|
016: Flexible Living Is Reshaping STR: An Institutional Capital Perspective with Jaja Jackson of ICONIQ Capital
|
Jan 20, 2026 |
|
015: Is Raising Capital Like Ecommerce the Answer to Real Estate’s Funding Problem? Insights From DealMaker Co-Founder and CEO Rebecca Kacaba
|
Jan 13, 2026 |
|
014: From Road to Air: How Drone Delivery Is Reshaping Last-Mile Economics and Guest Experience
|
Jan 06, 2026 |
|
013: 2025 Holiday Special - A Year That Changed the STR Conversation
|
Dec 30, 2025 |
|
012: Europe's STR Growth Challenge: Fragmentation, Regulation, and Execution - Panel with GuestReady, COCOONR, and Happy.Rentals
|
Dec 23, 2025 |
|
011: What VCs Really Look For in STR Tech: Insights from TCV’s Woody Marshall
|
Dec 16, 2025 |
|
010: The Midterm Rental Shift with Furnished Finder’s Jeff Hurst and Cami Narino
|
Dec 09, 2025 |
|
009: Booking Holdings President and CEO Glenn Fogel on AI and Why STR Is the Next Big Travel Shift
|
Dec 02, 2025 |
|
008: Hospitality or Tech? A Closer Look at AvantStay’s Approach to STR with its Founder and CEO, Sean Breuner
|
Nov 25, 2025 |
|
007: What Really Happened at Vacasa? Cliff Johnson, Co-Founder and Former COO, Shares Lessons for STR Founders
|
Nov 18, 2025 |
|
006: Can Revenue and Operations Work as One? Breezeway & PriceLabs CEOs Redefine STR Technology
|
Nov 11, 2025 |
|
005: Behind the Scenes of Guesty’s Rise to Global PMS Powerhouse with Amiad Soto, Co-founder & CEO
|
Nov 04, 2025 |
|
004: Inside the OTA Playbook: Carl Shepherd on HomeAway, Airbnb Fees & Booking’s Rise to Power
|
Oct 28, 2025 |
|
003: Why Has Nobody Built a Truly Global STR Operator? Inside the Real Challenges of Scale with Forge Group, Casago, and MadeComfy
|
Oct 21, 2025 |
|
002: How Brian Egan Built Evolve Into a Profitable Short-Term Rental Business & What’s Next for Vacation Rentals
|
Oct 14, 2025 |
|
001: 6 Hot Takes on the Future and Growing Pains of Short-Term Rentals with Simon Lehmann
|
Oct 06, 2025 |
|
STR Global Unlocked with Simon Lehmann | Official Podcast Trailer
|
Oct 03, 2025 |