The conversation quickly moved beyond horology. Benji had recently sold Founder Shield, a modern insurance platform that reimagined a traditionally analog, friction-filled industry through technology, transparency, and superior user experience. It was clear he understood how to take a commoditized business and redesign it from the ground up.

Paul insisted Benji meet Kevin O’Leary.

Soon after, Kevin joined the conversation—double-wristing as always. As fellow collectors, the discussion was immediate and candid. Kevin spoke openly about his frustrations: multiple thefts of high-value watches, opaque coverage, slow claims, and insurance products that treated exceptional timepieces as afterthoughts—often buried inside homeowners policies never designed for assets of this caliber.

That frustration was shared by everyone in the room.

All of them were passionate watch collectors. All of them had experienced firsthand how poorly traditional insurance handled watches—lumping portable, globally worn assets into static homeowners coverage. It was an approach they believed was fundamentally misaligned with how collectors actually live, travel, and collect.

The opportunity was obvious.

Kevin brought his career-long superpower: identifying exceptional entrepreneurs and backing them to build scalable businesses by eliminating friction and inefficiency. Benji brought deep insurtech expertise and took the lead in architecting a modern, technology-enabled insurance platform purpose-built for collectors. He soon recruited his longtime insurtech partner, Carl Niedbala, as the fourth co-founder, adding operational depth and underwriting experience.

Together, the group then recruited James Walter as their CEO, drawing on his background of building companies and scaling technology at Xbox and Microsoft. The foundation was set.

Five co-founders. All watch collectors. All united by the same problem—and a shared conviction that the market deserved better.

Within months, WonderCare launched: a seamless, technology-driven insurance platform designed specifically for luxury watches and fine jewelry. The response was immediate. Collectors recognized what had been missing—coverage built with intent, clarity, and respect for true replacement value.

Today, WonderCare is redefining how luxury assets are protected, with plans to expand into handbags, art, and collectibles. What began as a conversation between collectors has become a modern insurance company—designed by those who live the lifestyle it protects.

This is WonderCare. Luxury deserves better protection.