Our Philosophy


Success shouldn't come at the cost of personal well-being. Tailwinds Group is dedicated to creating an integrated life—ensuring your business thrives and you enjoy the journey. Our holistic approach, grounded in proven frameworks and our own experiences as entrepreneurs, aligns the growth of your business with your personal vision for success.

WE GET IT.


The unique challenges leaders face as their businesses scalefrom blurring boundaries to the threat of burnout. We've navigated this journey ourselves, celebrated victories, and learned from setbacks in the process.

THERE'S A BETTER WAY

THERE'S A BETTER WAY

Confronted with the misleading choice between a 'growth business' and a 'lifestyle business,' we discovered a third option: an integrated life.

Our Team


We've experienced the wins and lessons of a rapidly scaling business. Faced with the false dichotomy of work/life balance, we chose a third path.

SKIP JOHNSON

“I'm married to my best friend, and I'm the dad to three incredible daughters. With my wife, Amy, we've navigated the complexities of running businesses, leading a non-profit, owning investment properties, and stewarding an old farm…”

AUSTIN SCHMITT

“A life-changing trip to Haiti in college showed me that business, in the right hands, can be one of the most significant forces for good on the planet…”

It’s possible to win at work and at life.

Our mission is clear: to guide you and your business toward better destinations, fostering both professional growth and personal fulfillment. At Tailwinds Group, we're more than coaches; we're your partners in steering toward success without sacrificing well-being.