She is a Harley-riding grandmother, entrepreneur, philanthropist, and adventurer who believes life was never meant to be lived sitting on the sidelines. She is the proud grandmother of four beautiful girls—Adelynn, Avery, Ellie, and Charlotte—mom to Alyson and Andrew, and wife to her best friend of 15 years, Andy. You could say her life runs on horsepower, determination, and just the right amount of chaos.
Adventure has always been in her blood. She is one of only 35 women to qualify for a grueling 10,000-mile, no-GPS motorcycle challenge, navigating entirely by written directions and sleeping beside her Harley each night. Give her an open road, a full tank of gas, and a challenge someone says can’t be done, and chances are she is going to find out for herself.
That same drive fuels her success as an entrepreneur. She and her husband own and operate a towing company with a fleet of nine trucks, and she is the creator of two clothing brands: DareMe Wear, an all-inclusive empowerment brand built around confidence and individuality, and Outlaw Faith Wear, a pink-ribbon brand with a much deeper purpose.
After losing her mother to cancer 13 years ago, she made the decision to turn heartbreak into horsepower. She founded the Outlaw Faith Foundation and began taking her mother’s story—and her mission—on the road. Since then, she has traveled more than 300,000 miles with her signature pink tent to motorcycle rallies across the United States, raised more than $250,000, and helped over 20,000 women through wigs, mastectomy bras, travel assistance, and an online community dedicated to motivation, encouragement, and support.
She was personally trained by legendary motivational speaker Zig Ziglar in business development and motivational speaking, lessons that continue to influence the way she leads, builds businesses, and connects with others. Through those experiences, she has learned that success is not simply measured by what someone accomplishes, but by the lives they touch along the way.
Whether she is building a business, riding across the country, supporting a woman through her cancer journey, or spending time with the people she loves most, she is committed to living boldly and making an impact on every road she travels.
She has learned that purpose does not always arrive wrapped in a pretty package. Sometimes it comes from heartbreak. Sometimes it requires taking a risk. And sometimes it shows up on three wheels with a tank full of gas and thousands of miles of open road ahead.
Whether she is building businesses, chasing adventures, helping women discover their strength, or riding toward her next challenge, she intends to leave every road, every room, and every life she touches a little better than she found it.
Fact Sheet
Education- Diana went to college on a full paid bowling scholarship because she was the only left-handed female bowler in the State of Texas at the time.
Fun Facts- She is a dog mom to 16, including 4 wolves and 4 teacup huskies. She loves to bling everything, including her custom painted motorcycle and her mini jeep. She hasn’t met a cup of coffee she didn’t like.
Life Ambitions- Diana wants to ride all over Europe on a motorcycle and then slow down, enjoy retirement life, watch her grandkids running around the front yard and grow old in a rocking chair on her front porch of her country home in Oklahoma with her husband Andy.
Favorite Quote- “People don’t care how much you know until they know how much you care.” the late, great Zig Ziglar
Platform- This year she is working to create the “Be Epic” pink ribbon blanket program. It’s her plan to ride her motorcycle to chemotherapy centers across the USA delivery fuzzy pink blankets to women during their treatments so that they know no woman ever fights alone.
Favorite Charity– www.outlawfaith.com
Social Links-
- Facebook – DianaLynnWoller
- Instagram – DianaLynnWoller
- TikTok – Iamdianalynnwoller
