Who Ya Know Show

Heather Monahan | Creating Confidence


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In this episode, we invite Heather Monahan. She is a best-selling author, keynote speaker, entrepreneur, and founder of Boss In Heels. Having successfully climbed the corporate ladder for nearly 20 years, Heather Monahan is one of the few women to break the glass ceiling and claim her spot in the C-suite. As a Chief Revenue Officer in Media, Heather Monahan is a Glass Ceiling Award winner, named one of the most Influential Women in Radio in 2017, and Thrive Global named her a Limit Breaking Female Founder in 2018.  


Heather’s new book Confidence Creator shot to #1 on Amazon’s Business Biographies and Business Motivation lists the first week it debuted on Amazon. Heather is a confidence expert and is currently working with Fortune 500 companies and professional sports to develop confidence in the workplace and on the court. She’s also a member of Florida International University’s Advisory Council to further serve as a mentor and leader in the South Florida Community.


What you will learn:

- The flip side of gender inequality

- Heather’s experience of working with a female CEO

- How did Heather bounce back after getting the ax

- Her 5-step plan to create confidence

- What employers look for while hiring

- Similarity between sales and job search

- Heather’s recommendations for the best sales resources 

- How to present your career gaps confidently

- What you know or who you know

- The importance of showing up for other people


Mic Drop Moments

🎤Heather at (06:22) - I did something super smart which a lot of people told me was a terrible idea and it was a great idea. I posted online, “I have just been fired. And if I have ever helped you in 14 years, I would love to hear from you today.” And that post went viral. And it opened so many opportunities for me, so many doors.

🎤Heather at (10:45) - I’m done with allowing others to treat me poorly.

🎤Heather at (11:58) - That’s how I ended up on the Steve Harvey Show. The executive producer wouldn’t call me back and I was frustrated. I’m like, I’m sending a life-size cut-out, and I send a note that says, “I know it’s fun hanging with me in the office but it’s way more fun when the real me comes in.”

🎤Heather at (14:30) - People do business with the people they know, like, and trust.

🎤Heather at (16:50) - Everyone is in sales, and you know that right?

🎤Heather at (17:00) - I was a VP of sales. Clearly, I was in sales. But then I wrote a book. And guess what happens when you write a book? Nothing, unless you sell it.

🎤Heather at (17:24) - In every exchange, someone is sold. Will it be you or will it be the other person?

🎤Heather at (17:28) - I devoted my life to be that person who is doing the selling and I encourage you to do the same.

🎤Trevor at (18:46) - Why don’t we actually give a damn?

🎤Heather at (21:28) - If this guy isn’t gonna understand that I need to take care of a sick family member, that's not my guy anyways.

🎤Heather at (23:17) - No matter what city I would go to, I didn’t go back to the hotel, or gym, and go to bed early. I would book a dinner with someone because I want to hear about their life. I want to understand them.

🎤Heather at (23:40) - Whenever you can show up for other people, you’re gonna get huge gains and rewards from them.

🎤Trevor at (24:54) - Shame on you!


If you enjoyed today's episode, don’t forget to subscribe and leave us a ⭐5 STAR REVIEW!! It only takes a few minutes and let me tell you... those reviews really help people find the show!


Get in touch with Heather:👉https://www.linkedin.com/in/theheathermonahan/

Get in touch with Trevor Houston:👉https://www.linkedin.com/in/trevorhouston/

Get to know all things Who Ya Know:👉 https://linktr.ee/whoyaknow


Separately and independently from the WYK Show, Trevor Houston and Mark Elder are licensed financial professionals offering insurance and financial products through various carriers. For more info, visit 👉 https://www.ClearPathWealthStrategies.com

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