Best-Selling Author, Entrepreneur and Former C-Suite Executive

Heather Monahan grew up in Worcester, Massachusetts and graduated from Clark University. She began her career in sales and quickly advanced to top salesperson and Brand Manager within her first year in corporate America. A year later, she began her career in the broadcasting industry and joined Wilks Broadcasting as a salesperson in radio. Within a year, she was offered an equity partnership which required her to move to Saginaw, Michigan.

Heather made the move to the Midwest for the chance to create value and potentially sell the Saginaw properties for a gain. Within three years in Saginaw, she significantly increased the group’s value resulting in a successful sale of the properties more than doubling the purchase price from 27M to a final sale of 55M.

Heather then moved to Naples, Florida to begin working for Beasley Broadcasting where she started as a Director of Sales. Within a year of creating substantial revenue results, she pitched herself for a position that didn’t previously exist and was awarded the VP of Sales title for the company. A few years later, she pitched herself for and was awarded the newly created Executive Vice President of Sales role and ultimately the Chief Revenue Officer title. While Chief Revenue Officer, Heather oversaw the entire sales organization and led the group through multiple acquisitions and product additions yielding a successful merger doubling the top line revenue. During this time Heather launched her personal brand to empower others and give them the insight and tips she had longed for as a young professional. She was the Keynote speaker at the Corinium CRO conference 2017 and held the main stage at the LOAC in NYC. Heather was recognized as a Glass Ceiling Award winner and as one of the Most Influential Women in radio in 2017 before her unexpected termination.

In late 2017, Heather chose to make her company Boss In Heels her full time job. Over the next few months, Heather was featured on the Elvis Duran Radio show, wrote and self-published her first book entitled “Confidence Creator” and was named the Brand Ambassador for Perry Ellis International’s female brand “Rafaella”. Subsequently, she was named a limit breaking female founder by Thrive Global. She is also a member of the Florida International University (FIU) Advisory Council to further serve as a mentor and leader in the South Florida community.

Heather was the keynote speaker at the 2018 Entity Women’s summit, the mistress of ceremonies for the Miracle Makers 60th anniversary Big Brothers Big Sister Luncheon and fashion show and was the Keynote speaker for the S.H.E. Summit Bacardi this September. Since her book launch she has also delivered the Keynote for Horizon Media’s Limitless group, iHeart Radio Miami and Las Vegas, Entercom Miami, MGM Las Vegas, Zenith Media’s Blue 449 in addition to the Aces night for the WNBA. Heather’s 2018 speaking engagements also included Royal Caribbean, BNY Mellon, Greenburg Trauig Law Firm, Boise University, FIU, University of Miami Business School, Miami Dade College Honors School and Miami Dade College Innovation group in addition to Worcester Academy where her book has been added to curriculum. In 2019, Heather was tapped to speak at Harvard University.

“Confidence Creator” was released on Amazon May 22nd and immediately took the #1 New Release in the categories of Business Motivation & Self Improvement, Women’s Personal Spiritual Growth, Self-Esteem, & Personal Transformation. Before the end of the first week “Confidence Creator” claimed Amazon’s #1 Best Seller in Biographies of Business Professionals, Women’s Personal Spiritual Growth and Personal Transformation. Heather has been featured in USA Today, Bloomberg, CNN and various other media outlets for her work to elevate others.

Heather and her son Dylan reside in Miami, Florida.

Heather Monahan