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Heartrepreneur® RadioPodcastsHeartrepreneur® Radio | Episode 88 | Online Marketing Strategies With Heather Ann Havenwood

29th May 20180


HPR 88 | Online Marketing Strategies

Who runs the world? At a time when business remains largely dominated by male bosses, Heather Ann fights back with the best weapons in any woman’s arsenal: street smarts, sensibility, and sex. Heather Ann Havenwood, named by Huffington Post as one of the ‘Top 50-Must Follow Women Entrepreneurs’, is regarded as a top authority on digital marketing strategies and online business sales systems. Heather built and marketed her first online business in 1999, playing an active role in the digital marketing world since before most even had a home computer. In 2006 she started, developed and grew an online publishing company from Zero to $1 million in sales in less than 12 months. In 2015, she did it again, built a local weight loss and online supplement business from Zero to 1.5 Million in sales in less than 18 months. She currently focuses her work on solo-entrepreneurs, small businesses, sales professionals by teaching themhow to LEVERAGE the hottest online techniques such as chat bots, online social behaviors analysis, podcast profiting and measurement marketing. Heather Ann Havenwood knows that the more you resist falling down the mountain, the harder it will be for rebirth to happen.


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Online Marketing Strategies With Heather Ann Havenwood


I have with me Heather Ann Havenwood and she is a serial entrepreneur. She 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 back in 2017 for the Huffington Post. She’s also called Chief Sexy Boss from her Amazon bestseller book, Sexy Boss: How Female Entrepreneurs are Beating the BIG Boys; While Changing the Rule Book for Money, Success and Even Sex. Others call her an Icon Creator or a Wizard behind the curtain. In 2006, she started and grew an online information marketing publishing company from ground zero to over $1 million in sales in less than twelve months. She started out without a list, a product, a name, an offer. Heather Ann molded her business partner into a successful guru and she’s now known as an expert in her field. She is instructed, coached, and promoted hundreds of entrepreneurs and she’s led them down the path to success in building a lucrative business from their knowledge and leveraging it online. Heather Anne is the author of many books including Sexy Boss: How Female Entrepreneurs are Changing the Rule Book for Money, Success and Even Sex, and How You Can Too! and The Game of Dating and How to Play It: A Rule Book for Divorced Men Stepping Back into the Game. I highly recommend that you check out her books. Heather Ann, welcome to Heartrepreneur Radio.

Thank you, Terri.

We go way 2007 or 2008.

I was a client of yours. I was definitely at a very low part of my life when you were helping me, so I want to honor and say thank you for helping me during that time.

HPR 88 | Online Marketing Strategies
Online Marketing Strategies: Sexy Boss – How Female Entrepreneurs Are Changing the Rule Book for Money, Success and Even Sex, and How You Can Too!

I’m so glad and I’m so happy about your success. A great part of our conversation can be about that because I know many of our audience have gone through struggles, some might be going through struggles. Why don’t you tell your story and how you have made yourself so incredibly successful after struggle?

I went from zero to $1 million in sales in 2005, 2006. We did very well with my business partner. He was the face of the company and the content, that part, and then my part was to promote, create the information marketing products, the seminars, the courses, the affiliate network, the JV, all those pieces of content that you don’t want to deal with. I did all that. We went from zero to $1 million quickly in a very short period of time. There was no real estate information space at that time and I was very proud of that mainly because I started in the information marketing space in 2001, so I’ve been around awhile as far as that space. I had this opportunity with my business partner to shine. We did a great job. However, the business partner wasn’t that great. I came home one day from a map basic seminar in Atlanta, came back to Orlando and came home and everything was gone.

Bank accounts were emptied, and everything was shut down. Passwords changed, the whole nine yards. I was left with the debt that we had in a business we’re carrying. My house was in foreclosure within 60 days and I was in bankruptcy in six months. It threw me into a whirlwind and at the time, I was in Central Florida and it was right at that time when the market turned real estate wise. My house went from 70% loan to value to I was underwater within six months. It was timing and bad partnership, but I learned a lot. As a female entrepreneur, I learned a ton. I could probably write a whole another book just about lessons from that.

You find yourself in this situation, what do you do mentally and what do you do action-wise?

I hired you. Here’s what’s interesting about that time, what you do. There are two things. This is counterintuitive and probably what people do not talk about, I call lean into it. I was resisting the fact that I was in foreclosure, the fact that I was about to file bankruptcy. I was resistant to that whole process and the faster you lean into it, like falling down a mountain, the faster you fall down the mountain, then you can start building up again. It’s like trying to resist falling down the mountain, just fall. Then you’re like, “That’s over. Now, I can start to climb the mountain again.” That was the first thing. The thing that was psychologically devastating for me is I was single. I was a woman by myself; I didn’t have a backup plan. There was no Daddy Warbucks or rich uncle or hot guy coming around or a prince charming to say, “Don’t worry, honey. Here’s my horse.” I didn’t have any of it. I had to look at it because in my head, as a woman and as a person, I thought, “I’m smart. That’ll never happen to me.” People go, “You messed.” Did I mess up or was it my dumb because it happened or is it just circumstances?

It’s an interesting view on how people view it. There are a lot of people that have viewed that a particular way, but I remember this one time, I was on a plane around that time, like 2008. I was going to a seminar at the time for something and I was on a plane and this gentleman, he was like 55 years old, and I told him what was going on in my life. At this point, I accepted it and was like, “This is what’s happening.” He tapped me on the knee and goes, “You’re cute. Don’t worry, you’ll get married.” You have to look at that and I’m like, “That’s what people thought.” I even had men in my life who were dating and trying. I was not a good place for relationship and they’re like, “Can you stop this whole entrepreneurial thing? Can you just go get a job?” I’ve literally had that statement said to me, “Can you stop that whole thing? It’s not working. Can you just stop and be normal?”

[Tweet “If you don’t like the heat, get out of the kitchen.”]

I had to look at that. I had to look at who am I? Is this all BS? Maybe I should, and I did. I tried to be a waitress that lasted two weeks. I tried to work for corporate America that lasted 90 days. I did credit what I call go back into a hole of what society and people wanted me to be. I remember this moment, it was 2009, I ended up living with a friend on the couch in Marco Island in Florida. Thank goodness for good friends. You find out who your friends are quickly in those times. I remember sitting on this couch and overlooking the water and realize in that moment who I am as an entrepreneur.

What was the ‘This is who I am’? What was that?

It’s like who I am is an entrepreneur. It didn’t matter that I’m sitting there on this couch broke, no credit card, no business. It didn’t matter who I am is. When you get who you are at that core level, it doesn’t matter if that thing is there or not. We’re about to walk into the Winter Olympics and they got at the core level, before they even got onto the Olympic team, who they are is an Olympian. They got that way before they got the phone call that they got on the team.

One of the things that you said that got the hair up on the back of my head was, “Do something normal. Don’t be an entrepreneur.” Many of us have tried the different things to be more normal, whether it’s, “I need to go get a job,” and we realize we don’t fit. I love this because the “normal” for you, for me, and for the audience is I am an entrepreneur. I love that you made that statement and it’s like, “I know who I am. Who I am is an entrepreneur.”

It’s like an athlete, so I’ll think of Michael Jordan. Michael Jordan was great at basketball and then he got who he is as an athlete. It didn’t matter what game he was playing. He did golf and baseball. He did what he did. The key is when you get who you are as an athlete, it doesn’t matter what game you’re playing, you’re an athlete. Think of that into entrepreneurship. Who you are as an entrepreneur, it doesn’t matter if you create that event or that course and it fails or doesn’t fail, work or it doesn’t work. You’re not attached to it because it’s like, “That’s who I am. That didn’t work. It’s okay, move on. Who I am as an entrepreneur.” You don’t have to have that thing to work to make it so that you are an entrepreneur. You already are.

When Michael Jordan, many times he failed, he failed a ton as an athlete. When you’re an entrepreneur, if you take from that view, it doesn’t matter what the business is. I get clients where they’re like, “I need to make sure this is it. You’ve got to promise me this is a business. It’s going to work.” I can’t do that. I know people that are huge and network marketing, like big time. I can’t do that business to save my life. It’s not who I am. I love them. They’re dear friends and colleagues and every time they try to pull me, I will not do you justice. You’ve got to know who you are and then that business or that opportunity will find you.

Breathe in and take this in as the audience because this is great, what Heather Ann is sharing. I love the line, “The game doesn’t matter,” and I agree with that. The business doesn’t matter. I own three businesses plus everything else I’ve done and I’m in my eighth business and it doesn’t matter because I know that I am an entrepreneur. That is who I am. You were giving us the formula. Don’t be attached to anything and let the failures happen because they will. Go ahead and create. Sometimes you’ll fail, then you’ll win. Create, fail, win. You gave that as a formula. I thought that if I defined my businesses and why they’re successful, I’ve gone through that same pattern, so thank you so much.

People always say to me, “I want to make sure that when I create this business, nothing’s going to happen or I’m not going to what I call get hit,” meaning lawyers are having to deal with anything negative. One, if you don’t like the heat, get out of the kitchen. Another way to say it is if you’re a football player, you’re a Cowboy and you go to Jerry Jones, who’s the owner of Cowboys, and say, “Jerry, I want to play, but I don’t want to get hit.” He’d be like, “Get off my field. Give me back my jersey.” That is what I would say to anyone, man or woman. That is why so many few women entrepreneurs are with us in the game. They’re so scared to get hit. I’m like, “You got to learn to get hit.” The first thing they teach in football is how to get hit, not to get hit, how to get hit safely. That is what you should do learn. You’re going to get hit, you’re going to fail. It’s all good.

I was reading something about how NASA launch something into space and how it’s mostly off course, like in the high 90%. It’s off course and then it lands exactly where they want it to land. I thought, “That has been my business journey.” It’s like, “Here we go. That’s not exactly right. Tweak, “and we get to the result. Getting hit means you’re playing the game.

If you’re not getting hit, you’re not playing.

HPR 88 | Online Marketing Strategies
Online Marketing Strategies: When you get who you are at that core level, it doesn’t matter if that thing is there or not.

You get paid the big bucks to be in the game. How can people access you, connect with you, and buy your books? Make sure that people can find out where to connect with you because who you are in the world, what you’re doing in the world of business can help so many of the audience and I want them to connect with you.

My name is Heather Havenwood. You just Google that and you will find me. I will give you my chatbot that is communication with me directly and that’s What it’ll do is open up your Facebook Messenger and have a complete conversation with my chatbot and I talk to you and ask me questions and communicate to you. At the end of that process, I do give you a free gift, which is three free chapters of my audio book, Sexy Boss.

I am so excited that we reconnected. It’s been such a delight to have you and hear your success and what you’re up to. I appreciate you so much. To the audience, go to and you’ll have an engaging conversation with a chatbot and you’ll get free gift. I can’t thank you enough for being here, Heather.

You’re welcome. Thanks, Terri, for having me.

For the audience, make sure you subscribe to the show. That way you won’t miss anything. You could have missed this whole conversation here with Heather Ann Havenwood and it’s been incredibly valuable. If you like the show, we’d love to have your ratings and as Heartrepreneurs, we ask you to pass the show forward. Share it with other people so that we can create more value in the world. Thanks for tuning in here at Heartrepreneur Radio.


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About Heather Ann Havenwood

HPR 88 | Online Marketing StrategiesHeather Ann Havenwood is a serial entrepreneur and is regarded as a top authority on digital marketing, sales coaching and online publishing business strategies. Havenwood is now a nationally syndicated radio show host of The Win where she shares her incredible story of success and loss on the entrepreneur journey. She is also called Chief Sexy Boss from her book Sexy Boss How Female Entrepreneurship is Changing the Rule Book and Beating the Big Boys.


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