Find Your Awesome with Amy Charity


Amy Charity: Thriving on the Wrong Side of Comfortable

Amy Charity is a former professional cyclist and the author of “The Wrong Side of
Comfortable: Chase Your Dream. Discover Your Potential. Transform Your Life.” Amy
and I were water polo teammates in high school. She then went on to compete in
triathlon, including an Ironman, in endurance trail running and finally in cycling, all
while working in the financial sector for 14 years. At the age of 34 she left the financial
industry to pursue her passion and a career in professional bike racing. Amy raced for the
US National Team and signed a contract with one of the top 10 women’s professional
racing teams in the world. Her team won a National Championship in the Team Time
Trial and raced the World Championships.

Amy hosts annual Grinta Cycling Camps every summer and she is the Executive Director
of Bike Town USA. She lives in Steamboat Springs, CO with her husband Matt and their
boxador Lucy.

This conversation was so inspiring. We talked a lot about fear, including how to get
grounded when we’re really scared and how to let fear drive us. This episode will inspire
you, whether you’re an athlete or not. If you’ve got big dreams, listen up. If you’re not
sure what you want to do with your life, listen up. If you enjoy this episode, I think you’ll
love Amy’s book (I did). Amy has generously offered to sign copies of “The Wrong Side
of Comfortable: Chase Your Dream. Discover Your Potential. Transform Your Life.” for
listeners who order from her website:


“Whatever it is you’re facing, you have years of experience preparing, even if you haven’t been in that exact situation.”

“The anticipation of starting something is the worst part. Once you’re doing it, you’re kind of okay.”

“I’m pretty good at this and I love it—that is in my mind what success is now. Being a VP in a major corporation making a six-figure salary is no longer how I define success.”

“I don’t want to live with any regret. I don’t want to have this be something that I look back on when I’m 50 and say, ‘Oh my gosh, I could have gone to the Olympics. I could have raced at the top level.’ I never wanted to feel that way.”

“You have to think it’s worth it or you’re not in the race.”

“Do you really want to continue living your life in that safe way and know you did
everything correctly and you stayed pretty comfortable?”

“You’re on the wrong side of comfortable, but you’re growing, you’re learning, you’re doing something worthwhile.”

“I really like change and growth. I’m inspired to figure out what you can do that you didn’t think you could. I’m always trying to tap into something different, something new.”

“Don’t let go of those things you love.”

Learn more about Amy and order a signed copy of “The Wrong Side of Comfortable” at

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