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Confidence in Your Private Master Mind 

You can feel confidence through safe, smart advisor relationships formed in Tristan's 8 person Master Mind groups for Short Term Vacation Rental Managers.  For those who want to serve on, and benefit greatly from, a seat at their own Board of Directors table.  With proven method and chairperson.   We quickly deliver the exclusive community you've been looking for.

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    200+ Members

     

  • 5+ Years Leading MasterMinds

 

"Having been in Tristan’s monthly master mind for well over 3 years, I get a front row seat to a caring and thoughtful leader who knows how to masterfully facilitate learning and dreaming. He knows how to steer a group towards purposeful conversation and accomplish the objectives of our mastermind group. Tristan is someone whose opinion I value and seek out when confronting obstacles and challenges in business. He doesn’t tell you what to do—he leads you to discovery. So thankful I landed in Tristan’s group."

tom goodwin

Tom Goodwin - CEO Mountain Laurel Chalets

Not All MasterMinds Are Created Equal

So you built your short term rental business....how do you transform it even beyond your own vision?

Tristan Webb realized that hundreds of hours of courses, blogs, webinars, networking events, and Ted talks are available online and in person. Certainly, each has value. But he questioned, "when you have a decision to make, where do you turn?" A business coach or consultant can help offer options. But an exclusive group of people committed to helping each other has long been the most powerful form of decision-making. It would be nice to have your own Board of Directors. You can access similar or greater results by applying to become a member of our exclusive STR Directors MasterMind group. Our private vetted groups meet regularly, committed to helping each other succeed beyond their own vision. 

Napoleon Hill

"It is literally true that you can succeed best and quickest by helping others to succeed."

Joe Polish

"You join a group for who is NOT in the room, as much as you do for who is in the room."

Brooke Pfautz

"This is by far the most impactful ROI I've ever seen for professional vacation rental managers! Highly, highly recommend Tristan's Mastermind!"

STRD About  blue Oct 2025

MasterMind Chair - Tristan Webb

Having surveyed many versions of master minds during his career as a short term rental property manager, board of directors member, sales leader, consultant, and strategic advisor, Tristan Webb developed a true MasterMind created specifically for white label services, industry supplier/vendors reps, and vacation rental short term property manager entrepreneurs to enable them to transform their companies.

Tristan Webb grew his Park City, UT area business to 96 luxury ski homes.  He created a short term rental ordinance that was adopted by his city.  He learned of the power of masterminds as he served as a Board Member of the Vacation Rental Managers Association (VRMA).  He co-chaired the Government Relations and Public Relations committees.  He co-managed production of the 21 episode PBS and Amazon Prime television series Getting Away Together, personally producing the Park City and St. George episodes. His company was acquired by Vacasa.  He liaised on Vacasa’s behalf with governments of many cities to promote positive ordinances.  He became a new home inventory sales leader for Vacasa.  In private practice, he consulted cities and developers, creating several industry leading purpose-built short term vacation rental communities including Paradise Village at Zion, Cole West Town Center, Cole West The 8th and others.  He serves as Senior Strategic Advisor at Vintory.  He facilitates over 10 groups and 200+ business owners in monthly MasterMind meetings. STR Directors MasterMind members transform their businesses even beyond their own vision. 

"Tristan is an excellent leader, communicator, source of knowledge and all around kind person. I have the utmost respect for his experience, knowledge and leadership, and am fortunate to have benefitted from this directly in my experiences in his Master Mind groups. I would highly recommend taking part in one of his Mastermind groups- and generally speaking recommend Tristan for his professionalism and expertise.."
chris wheeler scenic stays 30A-1

Chris Wheeler - Owner at Scenic Stays 30A

 

"I’ve been part of Tristen’s vacation rental mastermind and can honestly say he’s one of the best leaders I’ve learned from in this space. It’s been a huge value add for my business.

He also does a great job running the room. He knows when to push, when to challenge assumptions, and when to slow things down so people can actually absorb and apply what’s being discussed. The conversations are focused, productive, and genuinely helpful.

If you’re serious about scaling a vacation rental business and want to learn from someone who’s been in the trenches and done it, Tristen is the real deal. The mastermind is well run, high-value, and absolutely worth the time. 100% recommend."

andrew pokrzywinski bio-1

Andrew Pokrzywinski - Owner at Joseph Ellen Properties

 

"Tristan is a master facilitator. From our days at Vintory, I knew him as a source of stoic wisdom, but seeing him run a mastermind is next-level. He knows exactly how to match personalities and hold a safe space for the group. He keeps things productive, focused, and genuinely impactful."

jj king beachside

JJ King - Beachside Vacation Rentals

 

"I really enjoy our Mastermind meetings with Tristan. Not only is he a past VRMA Board Member, he is a former vacation rental business owner, and been in this industry a long time, but his knowledge, expertise, and recommendations are top notch! I too have been in this industry a long time, but I write over a page of notes every time we meet. Tristan is also very likeable and is friendly, helpful, and an all around genuine guy. If you are looking to take your business to the next level or hear about the latest and greatest, contact Tristan! :)."

melaney marshall bullock

Melaney Marshall Bullock - President Oak Island Accommodations

 

"Tristan's vast years of experience in the Vacation Rental Management industry enable him to think outside of the box with creative solutions and strategic insights as he guides similar professionals from across the county in his MasterMind thinktank group. I look forward to each session knowing I will have practical takeaways that I can immediately apply at my company."

catherine lawson

Catherine Lawson - Business Development Director, Eastern Shore Vacation Rentals

 

"Tristan has been our mastermind facilitator for the past year or so, which made a valuable resource an invaluable part of our strategic plan. He does a great job of guiding the discussions and keeping us on track; while also allowing for the organic spread of intriguing topics that come in during the course of the meetings. He is always sure to seek input on how to improve and follows up with those recommendations in successive meetings. I look forward to all my interactions with Tristan, he is just a great guy!"

jed stevens

Jed Stevens - Co-Founder Koloa Kai Vacation Rentals

 

"Tristan has been a great friend and an incredible resource. Tristan's knowledge and experience of the vacation rental industry is immeasurable."

Terry whyte

Terry Whyte - Owner Anna Maria Island Beach Rentals

 

"Tristan has lead one of my mastermind groups for the past few years. He is always very professional and helps us stay on tasks. His communication is excellent and thorough. I highly recommend Tristan."

matt tesdall
Matt Tesdall - Co Owner Family Time Vacation Rentals

Apply Now to Join a MasterMind Cohort