Season 1,

46: How to Lose Money by Partnering with a Crook with Heather Havenwood

April 29, 2017

Heather Ann Havenwood, CEO of Havenwood Worldwide, LLC and Chief Sexy Boss, is a serial entrepreneur and is regarded as a top authority on internet marketing, business strategies and marketing. Since marketing her first online business in 1999, bringing together clients and personal coaches, she has played an active role in the online marketing world since before most even had a home computer.

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 client into a successful guru now known as an expert in his field. Heather Ann is the Author of…Sexy Boss: How the Empowerment of Women is Changing the Rule Book for Sex, Money and Success (available on Amazon).

Time Stamped Show Notes

[3:45] Heather worked for a big company where, despite being the number #1 in sales in the country, she was fired. And that’s what got her into entrepreneurship. After going to a seminar, she ended up working with that company teaching people how to buy and sell houses.

[6:09] After working with the seminar company and having learned all about how to create an event, how to sell it, what happens in the event and everything the industry.

[8:10] Heather partnered up with a speaker, where she did the backend of the event, built the company quite fast to a million dollar company in less than a year. They found that her partner’s knowledge is at real estate and law and she is good at marketing, which made a good deal.

[12:45] A rat was in Heather’s house and she later found that her partner and another man were trying to cut her out of the company. That’s when she related having a rat in her house as a sign of what was happening under her nose.

[14:44] Even though there was trust and respect, her attorney partner didn’t want her to have their contract checked by another lawyer. And later found that there she had no recourse in the contract and that affected her.

[19:40] Coming back home after a three day event, Heather found her house empty and a few days later, the partner sent called letting her know that she was out of the company and owned nothing of what once was hers.

[22:30] Her credit was saved after almost having the foreclosure of her house on it. This failed journey was paralyzing for her until one millionaire man told her to repeat after him “I Heather give myself permission to fail”

[29:40] Waking up with the question Who am I as an entrepreneur? Made her realize that it’s more about the journey, not the destination. Heather tells us about surrounding yourself with the people who inspire you to take action, like the Internet Marketing Party in Austin.

[33:19] Failing Forward Segment

  • What is the bottom line reason of this failure? “I wasn’t trusting my gut, I wasn’t following my intuition, I wasn’t listening to myself. My confidence in myself wasn’t there, I was trying to prove that I can do this and not versus this is what I really want to do”
  • Was is the single most important lesson you learned from this? “Does this feed my confusion or strengthen my clarity? So I ask myself that question before I do anything. It’s only in clarity (that) we have power”
  • Who do you turn to when you need help? “I listen to myself and not gurus, I also have a business/personal coach and that sounds interesting but that’s it”
  • What advice would you give to someone in a similar position? “They’re not responding to you, this is not about you. Never stay where your presence is not valued, cut the cord quickly. Mature selfishness: I’m the most important person of my life”

[41:15] You can find Heather at and you can find her podcasts The Win and The Sexy Boss Show at

[43:00] Heather’s final thought: “Ask yourself this question if you are in a situation where you’re in chaos or don’t know where to go ‘Does this feed my confusion or strengthen my clarity?´”

To hear this episode and many more like it on your mobile device, you can subscribe to How To Lose Money via iTunes or Stitcher.


Leave a Reply

Scroll to top