By age 10, after playing "pretty much every sport," he turned his interests to golf. Created with his friends a four-hole golf course in the farmlands near where he lived. Set up a short-game course around his house and became the weekend paperboy in his neighborhood so he could save money to purchase new golf clubs.

In 2012, launched Freddie Jacobson & Co., a portfolio of startup companies focused on bringing new, innovative products and services to the market. Companies include Florida Living Realty and GolfBeer Brewing Co., crafting beers with fellow TOUR players Graeme McDowell and Keegan Bradley.

Took time off in 2015 as son, Max, battled a heart defect. Returned to competition in the fall of 2015 after Max underwent a successful open-heart operation.