About Us

Our Mission

We exist solely to make golf less hard.
We exist solely to make golf less hard.
Alignment Disc

Our Story

You've probably hit a bad shot and wondered, “Why the f*** do I golf?!” That was the genesis behind the brand. We decided to combine our successes with product development, our extensive relationships with professional golfers and instructors, and our collective frustration playing this game we all love to hate into a company with one goal: Help the world suck less at golf.

The Instructional Team

  • Brian Henninger

    A two-time PGA Tour winner, Brian plays a pivotal role in the ideation and development of WhyGolf's training aids. He spends most of his time coaching top college players and professionals with Amy Simanton in Portland, Oregon at The Golf Farm - their golf academy.

  • Amy Simanton

    When she's not bombing drives and shooting under par, Amy teaches alongside Brian at their golf academy. She played college golf at UC Davis and also played professionally on the LPGA and Symetra Tours.

  • Chris Mayson

    Chris is a GOLF.com Top 100 Instructor and coach to several players on both the PGA and LPGA tours. He joined WhyGolf's instructional team in late 2022.

    Learn More About Chris 
  • Brad Ott

    A winner on the South African tour and Korn Ferry Tour, Brad played collegiate golf at Texas Tech University. He is currently Director of Instruction at TPC Craig Ranch in McKinney, Texas, and has been part of our team since its inception.

Business Staff

  • Brad Mason - Founder

    After a successful career in the sports orthopedics industry, Brad Mason has embarked on a mission to help himself (and others) suck less at golf. He's now dutifully spending every waking minute designing original golf training aids alongside his brother, Jeff, with hopes of someday putting an end to this affliction he (and so many others) face.

  • Jeff Mason - VP of Product Development

    Jeff’s engineering prowess brings his brother Brad's ideas to life. Their partnership has resulted in over 70 patents in the sports orthopedic industry, including braces currently used by NFL players. This commitment to quality and innovation is the reason WhyGolf has created some of the most exciting products to help golfers suck less.

  • Jamie Cheatham - VP of Commercial Operations

    Jamie played collegiate golf at Cal - Berkeley and is now leading WhyGolf's marketing efforts. While most people would agree he hasn't sucked at golf for most of his life, he's found WhyGolf training aids to be helpful in his own game and thinks you should definitely try them out - no matter your skill level.

  • Ryan Pearlman - Director of Technology

    Although a golf novice, Ryan brings a wealth of experience in scaling technology products. Coming from the finance industry, he's now the resident tech wizard, using the latest and greatest tech to optimize your golf game.

Hello, I'm Whys Guy


When he isn’t hitting bombs, he’s dropping knowledge bombs about the game we all love to hate.

Part wise guy and 100% wise ass, he’s the voice on your shoulder sharing tips and quips from the first tee to the 19th hole. 

One of golf's greatest gurus, he is an enigma wrapped in argyle and the world’s softest cabretta leather.

So, loosen up and listen up. WhysGuy has a lot of wisdom to offer golfers of all levels.