
After startups in cloud software, warehouse staffing and retail brokerage, Luke Button found his next company in the least glamorous sentence in commercial insurance: ‘Any update?’ Hedge is his attempt to make the answer arrive before the opportunity disappears.

After two decades inside insurance, the Austin founder is betting that the next useful policy will behave less like paperwork and more like an if-then statement - watching the event, verifying the trigger and moving money while it can still help.

A biology graduate arrived in Miami with a family, a dog and an accent corporate America underestimated. His answer was to learn sales, risk the house and build an insurance company around customers the industry had learned not to see.

Before Buckle became a fronting platform for MGAs, its idea was tested one ride at a time. Dustin Walsey’s route from Atlanta newspaper kid to insurance CEO is a study in listening closely, explaining simply and learning where the old categories fail.

After three decades studying catastrophe risk from boardrooms in New York and Bermuda, Steve Weinstein chose Florida for his founder’s bet. Mangrove’s strategy is equal parts underwriting discipline, global reinsurance and a stubborn belief that difficult markets can still reward patient builders.

From cargo paperwork to warehouse liability, the TIMBY founder has spent three decades making obscure risks legible - then turning that expertise into a company built for brokers in a hurry.

A yacht underwriter crossed oceans, learned the machinery of risk, and came home to rebuild renters insurance around a plain idea: the customer should be on the same side as the company.