Jake Caster

Professional wakesurfer · World Champion · Wakr contributor

Westford, Massachusetts

Jake Caster is a professional wakesurfer, 2017 Pro Men's Skim World Wakesurfing Champion, coach, and Wakr contributor from Westford, Massachusetts.

About

Jake Caster is a professional wakesurfer from Westford, Massachusetts, known for his creative skim-style riding, contest results, coaching, and years of work helping riders progress behind the boat.

Jake started wakesurfing after growing up around board sports and wakeboarding. He began competing in amateur divisions in 2015, had an undefeated outlaw season in 2016, and moved into the professional division in 2017.

In his rookie pro season, Jake won the Pro Men's Skim division at the 2017 World Wakesurfing Championship in Kelowna, British Columbia. He followed that with a strong 2018 season, including a 2nd-place finish at Worlds and 3rd overall on the Supra Boats Pro Wakesurf Tour.

Over the years, Jake has competed, coached, tested boards, worked with riders of all ages and skill levels, and continued pushing technical skim-style progression. His board history includes a Liquid Force Reign pro model, and he is now listed as a Kanuk team rider with the Jake Caster x deadmau5 pro model.

On Wakr, Jake shares practical coaching built from real time on the water: helping first-time riders get up, teaching people how to drop the rope, diagnosing why riders get stuck, explaining board choice, dialing in waves, and breaking down tricks like 360s, shuv-its, airs, and alley-oops.

His teaching style is simple: build confidence, understand the wave, make small adjustments, and focus on fundamentals before chasing tricks.

Highlights

2017 Pro Men's Skim World Wakesurfing Champion
2016 Outlaw division World Champion after an undefeated season
2018 World Wakesurfing Championship runner-up
2018 Supra Boats Pro Wakesurf Tour, 3rd overall
Liquid Force Reign / Reign Pro pro model history
Kanuk team rider, Jake Caster x deadmau5 pro model
Coaches beginners, advanced riders, and competitive wakesurfers

Areas of expertise

Beginner wakesurf coaching
Trick progression
Skim-style riding
Wave setup
Board selection
Competitive wakesurfing

Articles by this author

Jake's guides are built around the way he actually coaches: keep the process simple, diagnose the real problem, and help riders build confidence one step at a time.

How to Get Up Wakesurfing: The Method I Teach Every BeginnerLearn Jake Caster's beginner method for getting up wakesurfing: stay relaxed, use heel pressure, and let the board come to your feet.How to Drop the Rope in WakesurfingLearn to drop the rope in wakesurfing by finding the pocket, creating slack, using front-foot pressure, and trusting the wave.The First Things to Practice After Dropping the RopeAfter dropping the rope, practice speed control, finding the sweet spot, carving, and building the habits that make wakesurfing feel natural.The Most Common Mistakes New Wakesurfers MakeAvoid the most common beginner wakesurfing mistakes: pulling with your arms, dropping the rope too early, and rushing tricks too soon.How to Pump in the WaveLearn how to pump in the wave to generate speed behind the boat using timing, body position, and front-foot pressure on the face.