Matthew Prince, Utah's wealthiest resident, has intensified his public criticism of Vail Resorts' management of Park City Mountain Resort. The Cloudflare CEO claims Vail's 10-year stock performance has been dismal and argues the company should sell off individual resorts. Vail says it's not selling.
Local billionaire intensifies public pressure campaign to buy Park City from Vail Resorts
Matthew Prince, the co-founder and CEO of Cloudflare with a net worth around $6.8 billion, has ramped up his campaign to force Vail Resorts to sell Park City Mountain Resort. The Utah resident has spent the past week publicly criticising Vail's management on social media, attempting to crash an investor dinner, and using the local newspaper he owns to push his case.
It's an unusual spectacle - watching a tech billionaire wage a social media war against a major resort operator. Prince has been vocal about his dissatisfaction with Park City's operations for several years now, but the recent campaign appears timed to capitalise on Vail's weak second-quarter earnings report.
The stock performance argument
Prince's central claim is that Vail's stock has performed abysmally over the past decade. According to his social media posts, investors who put money into Vail Resorts 10 years ago would have achieved similar returns by literally putting their cash in a hole. It's a damning statement if accurate, and one that gives his campaign some credibility beyond simple territorial grievances.He's calling for Vail to become more "asset-light" - essentially selling off individual resorts and allowing them to develop independent character again. It's not an entirely unreasonable position given the backlash Vail has faced across multiple properties over operational standards and what some see as homogenised resort experiences.
The situation veered into slightly absurd territory this week when Prince discovered Vail was hosting an investor and analyst dinner in a building he co-owns. He requested an invite and planned to attend as someone's plus-one, only to be denied entry to the private event.
His response? Criticising the Vail spokesperson for using three spaces after a period in their communication. While technically correct - that is odd formatting - it does read a bit like someone grasping at straws. Several observers noted the whole episode had an Elon Musk-style self-own quality to it.
What Prince says he wants
To be clear, Prince claims he's not interested in taking over Vail Resorts as a whole. His stated goal is to acquire Park City Mountain Resort specifically, with plans to upgrade infrastructure and improve employee culture. He's compared his vision to what's been done at Killington, which operates under different ownership structure than typical Vail properties.
Prince already owns the Town Lift Plaza - land surrounding one of the resort's fixed-grip chairlifts - which he purchased in 2025. That gives him some physical presence at the base area, though Vail has made it clear they're not interested in selling what is genuinely one of their most valuable properties.
The trail map at Park City Mountain Resort.
The reality check
Despite Prince's criticisms, Park City is actually scheduled for significant infrastructure investment. A new cabriolet gondola and parking garage are planned for next winter, with two additional lift replacements likely in 2027-28. That doesn't necessarily address broader concerns about operational culture or employee satisfaction, but it does undercut the narrative that Vail is completely neglecting the property.
The question is whether Prince's campaign is anything more than expensive noise. Vail Resorts is a publicly traded company with a market capitalisation in the billions. One wealthy local - even one worth $6.8 billion - doesn't typically force major strategic decisions at companies of that scale, regardless of how many tweets they post or newspapers they own.
That said, if Vail's stock continues to underperform and institutional investors start asking harder questions about the corporate structure, Prince's argument for breaking up the portfolio might find a more receptive audience. For now, this looks like it will continue as an entertaining sideshow rather than a serious threat to Vail's ownership. Though I suspect we haven't heard the last of it - billionaires with local grievances tend not to give up quietly.
