Caleb Remel Dressel was born on August 16, 1996, in Green Cove Springs, Florida. He was one of four children growing up, all of which are professional swimmers. Dressel went to Clay High School in Green Cover Springs, Florida, but decided to train with The Bolles School Sharks in Jacksonville. When he went to college, his choice was the University of Florida where he attended school from 2014-2018.

Dressel became the first swimmer under 16 years old to break 20 seconds on his end of the 200-yard relay at 19.82 at the 2012 United States Olympic Trials. It would be just the beginning as Dressel won six medals at the 2013 FINA World Junior Swimming Championships in Dubai. One of those medals was gold, which he won in the 100-meter freestyle as well as setting a new record. In 2015, during his freshman year as a Gator, he won the 2015 NCAA title in the 50-yard freestyle. In 2016 at the Men’s NCAA Division I Championships, he broke both the American and US Open records in the 50-yard freestyle with a time of 18.20 and the 100-yard freestyle with 40.46.

From 2017 through the 2020 Olympics that took place in 2021, Dressel has added many items to his trophy case. At the 2017 World Championships, he won seven medals – all gold. At the 2019 World Championships, fresh off signing a sponsorship deal with Speedo, he won eight more medals – six gold and two silver. He would cap off that run with five gold medals at the Olympic Games in Tokyo. Dressel is only 25 years old, so he better buy a larger trophy case.