Confidence, Entrepreneurship, and the #MeToo Movement with Heather Monahan

nina lorez collins
Worthy Staff

By Worthy Staff | Dec 31st, 2019

If Heather Monahan’s name seems familiar to you, it’s likely that you’ve already been introduced! She’s the best-selling author of Confidence Creator, the founder of Boss in Heels, and creator of the popular podcast Creating Confidence, among many other accomplishments. 

Heather joins us to discuss confidence, her life as an entrepreneur, and her upcoming TEDx talks on the #MeToo movement. Be sure to listen, as this episode is brimming with inspiration and empowerment. 

In This Episode

Heather speaks with Jennifer about her personal journey and the tools she’s used throughout her journey to success. Heather grew up poor, one of four children to a struggling single mom. Their family relied on food stamps to get by – and from a young age, Heather knew that she didn’t want to spend her future in a continuing cycle of struggle. 

From the beginning of her career, Heather placed her focus on creating wealth, hustling like crazy beginning with jobs such as delivering papers, waiting tables, and bartending. Pursuing a paycheck rather than her passions did serve her– but it also backfired in a way. Eventually, she redirected her energy – and she’s here to share ways that you can learn from her uphill climb. During the conversation, Heather shares:

About Heather Monahan

Best-selling author, keynote speaker, entrepreneur, and founder of Boss in Heels, Heather Monahan spent 20 years climbing the corporate ladder, successfully breaking the glass ceiling. She’s one of just a handful of women to officially claim a coveted spot in the C-suite.

During her time as a Chief Revenue Officer in the media industry, Heather received a Glass Ceiling Award. She was named one of the most influential women in radio in 2017, and in 2018, Thrive Global named her as a Limit Breaking Female Founder. 

Heather’s new book Confidence Creator shot straight to the number one spot on Amazon’s Business Biographies and Business Motivation lists during the first week of its debut. Her new show, Creating Confidence, debuted among the top 200 shows on Apple podcast. With guests including Sara Blakely, Ryan Sernhart, Gary Vaynerchuk, and Kaitlyn Bristowe, she has interviewed many noteworthy entrepreneurs and celebrities.

Heather has been featured in USA Today, Forbes, and Fast Company, and she’s been a guest on CNN and The Steve Harvey Show. She was recently named as a Guest Professor at Harvard. Heather and her son Dylan reside in sunny Miami, Florida. You can find her at her website,, which offers lots of free resources for building confidence and living the life you’ve always dreamed of. Connect on social media, catch her podcast Creating Confidence with Heather Monahan on PodcasteOne and Apple Podcasts, and find her best-selling book Confidence Creator on Amazon and Audible.

Worthy Staff

Worthy Staff

The Worthy Blog is a place for inspiration, insight, and advice for all things surrounding life's greatest transitions - divorce, losing a loved one, retirement, and so much more. You can find us on our blog, Instagram, and Facebook.


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