UA-69776335-3 #133 Sell Like A Boss with Heather Havenwood
Financial Fluency: How Women Thrive Outside of the 9 to 5

#133 Sell Like A Boss with Heather Havenwood

December 12, 2017

Ever feel like you may be at a disadvantage being a woman in Corporate America?  Today we have Heather Havenwood, serial entrepreneur, author, and a top authority on digital marketing, sales coaching, and online publishing strategies.  

When asked if she enjoyed working from home, Heather began by explaining why she describes herself as “unemployable”.   Between 1997 and 1999-2000, Heather was employed in Corporate America in B2B sales and achieved the number one spot out of 10,000 reps. She describes how she got a pat on the head, and comments such as “good job, you’re so cute”, and was fired.  This was her first inkling that she was unemployable in corporate America.

Why was she fired?  Because she didn’t fit the bill - she said: “I wasn’t a white dude who was 45 with a gut”.  When she proposed going to global sales, they again said she didn’t fit - she was a single 25-year-old woman, without a college education amongst a sea of 40 something white males with families.  Men with families and mortgages were viewed as more worthy of higher paying jobs.  In fact, when she left, they gave all her accounts to her assistant, a man who was married with kids.

She then decided to go into waitressing, and became a hostess where she made suggestions to the manager on how things could be more efficient.  The manager did acknowledge that she was right, but that he was the manager, and she was a hostess.  And once again, she was fired.  She couldn’t just stay within the box she was required to be.   

Her determination, and refusal to give up allowed her to gain experience in sales, and to navigate being in

In 2005, Heather achieved massive success creating a digital marketing company and going from zero to one million in sales in just one year. She had a business partner who was the front man, and she did everything in the background.  And one day, he left, emptied her bank accounts, and Heather was left having to foreclose on her home, and declaring bankruptcy.  

Undeterred, she continued on, and now has a thriving business helping others achieve success with their own businesses.

You can connect with Heather on her website at, and on social media via,, and


To get three free chapters of Heather’s book Sexy Boss™ How Female Entrepreneurship is Changing the Rule Book and Beating the Big Boys, go to .

You can also purchase her book here.

Heather Ann Havenwood, is a serial entrepreneur and is regarded as a top authority on digital marketing, sales coaching, and online publishing business strategies. Heather Ann has been named Top 50-Must-Follow Women Entrepreneurs for 2017 by Huffington Post. She is also called Chief Sexy Boss™ (from her Amazon BEST SELLER book Sexy Boss™ How Female Entrepreneurship is Changing the Rule Book and Beating the Big Boys and others call her an 'Icon Creator' or a 'Wizard Behind the Curtain'. In 2006 she started, developed and grew an online information marketing publishing company from ground zero to over $1 million in sales in less than 12 months. Starting without a list, a product, a name or an offer, Heather Ann molded her business partner into a successful guru now known as an expert in his field. She has instructed, coached and promoted hundreds of entrepreneurs leading them down the path to success in building a lucrative business from their knowledge and leveraging it online.

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