'The Win' with Heather Havenwood - America's Marketing Coach

Heather Havenwood, aka Chief SEXY BOSS™ a serial entrepreneur, marketing advisor, author of many books including Sexy Boss™ - How to beat the Big Boys in business - explains the Art of Winning, and how it has become lost in our current society. Heather grew an online business to over a million in 2005 in one year - then quickly lost it and went bankrupt. On her journey from Bankruptcy to Sexy Boss™ Entrepreneur she learned the lessons on how to build a real businesses online, with real money and real work. Being a Winner. Once an individual makes a decision to be a business owner, solo entrepreneur, or to be a leader in their company or community - it is in that moment that they must learn how to WIN. How to play the game. How to get hit. A person will either sit in the stands, be a coach on the sidelines, or be a real player getting hit and winning on the field. Heather is a leader by the fact that she is willing to fail and succeed publicly. From Bankruptcy to Sexy Boss™ learn from Heather’s mistakes and wins. She has been known for her million dollar rolodex and leading from behind the curtain - she now comes out from behind the shadows to share her friendships, success and her every day real challenges in marketing, money and mindset. For free three audiobook chapters of Heather’s book Sexy Boss™ text “SEXY” to 72000 (USA only).
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Now displaying: January, 2017

Welcome to 'The Win' with Heather Havenwood. Build Your Business, Own your Wealth, Live a Life of Clarity and Freedom...


Jan 31, 2017

Hey Winners,

I get asked so many questions on ‘what is a Sexy Boss™’ that I decided to do a full episode on the origins of the phrase and how you as a MAN or a WOMAN can take on Being a Sexy Boss™. It truly is a way of being.

If you enjoyed this episode please go on to my facebook page and share this episode with your friends.

Be You! Be Real! Be a Sexy Boss™!

Heather Havenwood
The Win

Thank you for listening, if you are interested in interviewing Heather or have a question for her to answer on the show, please email

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Jan 25, 2017

WHH35: Self Made Man: Redefining One's Future with Mike Dillard

Hey Entrepreneur Winners!

This very REAL interview is with serial risk taker, and entrepreneur, Mike Dillard. He is a local Austinite and the host of the podcast of Self Made Man.

Mike has built not one, but two multimillion-dollar business online and he recently started another where he wants to change the way we buy and produce food.

I have known Mike for many years and I have seen him succeed, hit some walls, and then succeed again.

You will learn a lot from this short interview with Mike Dillard.

Heather Havenwood

The Win Show

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Jan 23, 2017

RAWHH10: Mentorship: The GREATEST Gift

Hey Winners!

This is Heather coming to you today in the RAW - a SOLO episode - sharing the story of how ‘Sexy Boss’ came to be and one of my most prized ‘possessions’ in life ... My Mentorship Relationship with Joe Sugarman.

I share today a story out of the book ‘The Seven Forces of Success’ published 2014 edition. I share the #1 skill set all entrepreneurs should have. I share the when and where of when Joe ‘downloaded’ the name ‘Sexy Boss’ over a spinach salad. I share my heart in this episode and gratitude for a man that changed my life.

Be You! Be REAL! Be the Boss of your Life!
Heather Havenwood


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Jan 18, 2017

WHH34: Scared Speechless - Overcoming Public Speaking Nerves with Steve Rohr

They say Public Speaking is the greatest fear among people.

I agree with Steve Rohr, book Author of ’Scared Speechless’ 9 Ways to Overcome Your Fears and Captivate Your Audience

“Public Speaking is the great equalizer.” - Steve Rohr

Steve is right, no matter your education or how large your bank account is - once a person is in front of a live audience, all of that does not help in the delivery of your presentation in front of a large crowd.

In this episode, I share how Dr. Don gets extremely nervous every time he is in front of a group, and he talks to people all day long - for a living. There is something, that changes with the human brain - when it goes from one-to-one to one to MANY people staring at you.

This is a really great interview. For women, men, ALL Entrepreneurs, and ALL Leaders.


Be You! Be Real! Be the Boss of your life!
Heather Havenwood

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Jan 16, 2017

LIVE from Affiliate Summit - Start your biz as an Affiliate!

Hey Winners - I am in LIVE from Las Vegas!
I'm at the Affiliate Summit - West. I LOVE this conference. It reminds me that you do not have to build, create, or have a product to sell to have a business. You can be 100% an affiliate. An affiliate of other people’s products / services. In this episode, I share what I am learning at the Affiliate Summit and how you MUST get off your TUFF and START a Biz!!!

To being a Winner!
Heather Havenwood

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Jan 11, 2017

WHH33: Financial Mental Flip with Winnie Sun

Hey Winners!
There are so many different aspects of business, from marketing, to HR, to personal finance. I was in the personal ‘financial industry’ back in 1998 - and I was turned off by the boring black and white suit dude - who sold working people ‘financial plans’ while he was fresh out of college. So, when I ran across Winnie Sun, who has a financial column on, who has been seen many times on CNBC, Fox Business, Nerd Wallet and much more - I knew the old boring days of financial consulting was over.

As a mother of three, she has exponentially leveraged ‘Global Tweet Chats’ to build a six figure+ following and a Hollywood famous, high-level clientele in Los Angeles.
Join us for this upbeat and interesting interview as she shares how she grew her business with fun and leverage.

Winne Sun Twitter @sungroupwp

I'm introducing a new segment this week called Heather Highlight where I will be periodically featuring a quick clip of a guest appearance I've made on other podcasts.

In this clip, I'm interviewed by David Ralph of Join Up Dots. Listen in as I share my view on men / women relationships.  Check out full interview here.

Be You! Be Real! Be the Boss of your Life!
Heather Havenwood

The Win Show

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Jan 9, 2017

RAWHH08: Freeing Your Self UP!

Welcome to 2017 Winners!
Today I am going to share hot things in TECH. What was HOT at CES? Is Amazon stepping up their focus on groceries?

In addition, I started doing the 'tidying' up the Kon Mari way - starting with my clothes. It took double the time I thought it would. I am still sleeping on my couch - because my bed is full of clothes.

Would love to hear from you

Be YOU! Be REAL! Be the BOSS of your LIFE!

Heather Havenwood

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Jan 4, 2017

WHH32: The Wussification of America. What the H$LL Happened? with Larry Winget

Hi Winners!
In today’s soft entrepreneurial world it’s refreshing to meet someone with like-minded view points. Larry Winget and I are definitely on the same page in thinking entrepreneurs today are focusing on the wrong things. For one, we both feel people go into business for the wrong reasons.

"Passion doesn’t run a business.” – Larry Winget

I completely agree.

Do you really have what it takes to be an entrepreneur?

Larry Winget Twitter @larrywinget

To being a Winner in everything you Do!

Be You! Be REAL! Be the BOSS of your LIFE!
Heather Havenwood
The Win Show

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Jan 2, 2017

RAWHH07: Creating a New 2017

Welcome to 2017 Winners!
Today I share how I ‘complete’ a year in the past so that you can create a new 2017, without bringing in the BS of the last year.

It is a time to look back, ask your self questions to give your self the opportunity to let go and complete whatever happened in 2016.
I go through a few of the questions that come from a blog post that I am sharing from.

Here are the links I promised in the show.

Source is Kym Dolcimascolo.

Take this time Winners to let go of the past and create a new 2017!

Heather Havenwood

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