Press Clips

Heather Monahan started from very humble beginnings growing up in Worcester, Massachusetts. After graduating from Clark University, she began her career in sales and quickly advanced to top salesperson and Brand Manager within her first year. After being harassed in her position, she left the wine business and started working for Wilks Broadcasting as a salesperson in radio. A year later she was offered an equity partnership which required her to move to Saginaw, Michigan. She made the difficult decision to leave her family and friends behind and move alone to the Midwest for the chance to create value and potentially sell the Saginaw properties for a professional and financial 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. After one year of 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. Over the next few years she pitched herself for and was awarded the newly created EVP Sales position and ultimately the Chief Revenue Officer title. During this time Heather launched her personal brand to empower women 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 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. Faced with the choice to go back to her comfort zone or take a leap of faith and pursue her passion to elevate others, Heather chose to make her company Boss In Heels her full time job. Over the next few months, Heatherwas featured on the Elvis Duran show, she completed her first book on how to build confidence and was named the Brand Ambassador for Perry Ellis International’s female brand Rafaella. Heather and her son Dylan reside in Miami, Florida.

Here are the most important lessons I’ve learned from my experiences:

1. The only limitations that can be put on you are the ones that you put on yourself. Make a conscious choice to NOT put limitations on yourself and instead challenge the status quo. I loved learning that Oprah was fired from TV to only see this woman rise up to be the media maven that she is today. Everyone will be told no and be told why something won’t work and why they are wrong or not good enough, those are the moments you pivot and find a way to make it work in spite of the negativity. If success was easy everyone would have it. Let nothing stop you in chasing your dreams and nothing will.

2. The anecdote for overcoming self-doubt is taking action and developing your confidence muscle. There are so many ways you can boost your confidence and get yourself to take action. Who you surround yourself with is everything — fire negative people in your life and watch how you take off. How you see yourself is how others will see you — speak kindly to yourself, make yourself a priority, and spend time doing things you love. Journal to see how far you have come and keep track of all of your small wins. Turn scarcity into abundance by writing down three things a day that you can be grateful for. Removing the mask and being your true self, the more you can speak your real thoughts and be the authentic you that you really are the stronger you will feel. Speak up in meetings, speak up for yourself and speak your truth.

3. Fear is a Liar. This is one of the most powerful lessons I have learned over the last decade. In the past, I was letting fear stop me from doing so much. Fear stopped me from making a commitment in my relationship, from pitching my fantastic ideas to investors, from speaking up in meetings or speaking up for myself. Fear had been holding me back and the realization that none of these fears were real has empowered me to take action and take chances. Now I see that fear is not real and there is nothing to lose in the pursuit of something I believe in. The moment you begin to experience fear accept that everything you want is on the other side of it and get moving.