Ex-Airbnb, Blackstone CFO Tosi Nears $750 Million for Tech Bets

A WestCap representative and Caisse spokesman Conrad Harrington declined to comment.

The firm traces its roots to Weston Capital, which Tosi formed in 1997 and which made early bets in companies such as Airbnb and Tradeweb. WestCap “is fueling the success of the world’s most disruptive asset-light, tech-enabled marketplace solutions,” the company said on its website.

With offices in New York and San Francisco, WestCap is backing companies including real estate-technology startups Sonder and Blueground, financial-technology firms Addepar, iCapital and Bolt, and mental-health startup Cerebral.

WestCap, which typically acquires 10% to 15% of a company, has also invested in travel-booking platform Hopper and ticket marketplace Viagogo, which bought StubHub from EBay Inc. WestCap is also a backer of Skillz, which has agreed to go public through a merger with blank-check company Flying Eagle Acquisition Corp. WestCap roughly quintupled its investment in Skillz, one of the people said.

WestCap partners include Jamie Hildreth, formerly of Blackstone; ex-Ipreo Chief Executive Officer Scott Ganeles; former Deutsche Bank AG executive Bernard Abdo; and Charlie Young, also a former Ipreo executive. The firm had raised $124.6 million as of March, a filing to the Securities Exchange Commission shows.

WestCap previously raised $750 million in a fund that closed in 2018.

— With assistance by Katie Roof