On this episode, Justin sits down with Skyler Logsdon, the co-founder and CEO of Boomerang, a red-hot startup solving lost and found with AI—and turning customer frustration into brand loyalty.

Boomerang is now trusted by over 100 venues across sports, hospitality, and travel, including the Boston Red Sox, Universal Studios, and major airports worldwide. In 2024 alone, the company did $10M+ in revenue and has raised $7M+ to date—with backing from cultural icons like Drake, Odell Beckham Jr., and Green Day’s Mike Dirnt.

Skyler shares the unlikely founding story—born from a lost phone in Vegas—and how he and his team built a B2B SaaS platform that’s becoming the OpenTable of lost and found.

He explains how Boomerang’s smart matching algorithm is delighting customers, reducing venue waste, and transforming service at places like the Wells Fargo Center, which reported a 40% increase in items returned after implementation.

We also get into:

• Raising strategic capital—and why it’s not just about money

• Building lifelong business relationships by “playing the forever game”

• Turning high-friction moments into unforgettable experiences

• Scaling a distributed team and shaping a new customer service standard

This episode is packed with insights for sports execs, SaaS founders, and anyone building a brand that people remember—for all the right reasons.

Follow Boomerang and connect with Skyler to learn more.