Bear Holeman is the one bear that doesn’t scare people away. In fact, he’s as friendly as they come. A guide in the legendary Florida Keys, Bear’s career started after a formative summer working at Boca Grande Outfitters where he met and fished with some of Florida’s most elite guides. From there, Bear was invited to run a few charters and eventually started testing his hand in the competition space. For over a decade, Bear fished in the ESPN2 Redfish Cup, and any other tournament he could find, and can proudly say he’s fished in over 330 tournaments. Today, he’s just as happy keeping his skill sharp as a guide and enjoying Key West with his wife and son.