Marketing, Trust, and Repeat Guests That Book Direct, with Mark Simpson episode artwork

EPISODE · Mar 19, 2026 · 47 MIN

Marketing, Trust, and Repeat Guests That Book Direct, with Mark Simpson

from Minute by Minut: Stories From People In Property with Nils Mattisson · host Minut

OTAs make it easy to start in short-term rentals. That’s alsothe problem.In this episode of Minute by MÎNUT, host Nils Mattissonsits down with Mark Simpson (Founder of Boostly and oneof the most vocal advocates for direct bookings) to breakdown why so many operators become dangerouslydependent on Airbnb and Booking.com, and what it actuallytakes to build a direct booking engine that lasts.Mark shares the real story behind Boostly, the “platespinning” trap that keeps hosts stuck, how guests are gettingsmarter about rates, and where AI genuinely helps (andwhere it creates AI slop). They also dig into regulation,professionalism, and why the next couple of years willseparate the serious operators from the rest.Chapters00:00 OTAs, dependency, and why direct matters01:04 Show intro01:35 Meet Mark Simpson02:52 Mark’s path from family hospitality to Boostly07:02 The moment he realised hosts were too reliant onOTAs11:04 Why hospitality is unique, and why OTAs feel like a“magic wand”13:31 When the OTA plate stops spinning: suspensions, badclaims, and no common sense16:09 What separates direct booking winners from everyoneelse19:53 Why the industry is more receptive to direct bookingsnow21:08 Guests are getting savvy, and tools are surfacingbetter prices22:31 When booked direct is not the right move24:15 The easiest place to start: repeat guests25:25 Regulation, professionalism, and “if you’re not at thetable, you’re lunch”32:45 AI in marketing: what works, what doesn’t35:35 Guest messaging and automations as the real AI win36:53 What’s next: robots, self-driving, and operations38:13 Building a personal brand that actually converts41:02 The exit trap: when the company becomes you42:24 What Mark would do differently starting again45:48 Unexpected growth: writing a book and newopportunities47:12 Final thoughts and wrap

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Marketing, Trust, and Repeat Guests That Book Direct, with Mark Simpson

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This episode is 47 minutes long.

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This episode was published on March 19, 2026.

What is this episode about?

OTAs make it easy to start in short-term rentals. That’s alsothe problem.In this episode of Minute by MÎNUT, host Nils Mattissonsits down with Mark Simpson (Founder of Boostly and oneof the most vocal advocates for direct bookings) to breakdown why...

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