Wurkin Stiffs

Wurkin Stiffs makes men's accessories, best known for its Power Stay magnetic collar stays, which use a hidden magnet system to keep shirt collars crisp and lying flat without curling. The company was founded by Jonathan Boos of Sarasota, Florida, who built the brand around solving small, everyday grooming and dress annoyances for men with practical, well-designed products.

Boos came to Season 2 asking for 85,000 dollars for 10 percent. The collar-stay system and his pitch impressed both Barbara Corcoran and Daymond John, who teamed up rather than compete. The pair offered 100,000 dollars for 40 percent, a much larger stake than Boos initially proposed, and he accepted to bring two experienced retail and branding partners on board.

The segment stood out because the product solved a small but real problem in a clever way, and the magnetic mechanism made for an easy, memorable demonstration. Getting two sharks to invest together in an early season signaled that even a niche men's accessory could have broad retail appeal with the right packaging and distribution behind it.

Reporting indicates the on-air deal with Barbara and Daymond was not ultimately finalized after the show, in part over a licensing direction the founder was not ready for at the time. Even so, the exposure helped Wurkin Stiffs expand its product range and distribution well beyond the original collar stays, adding rigid stays, leather goods, and other men's accessories.

As of 2026 Wurkin Stiffs is still operating, with a catalog that has grown substantially from its early lineup and distribution across many retail stores. The brand remains active in the men's accessories space, selling through its own site and various retail channels years after its Shark Tank appearance.