21 Questions with Boss Mom Michelle Dempsey, (Like the 50 Cent song, Only More Empowering)

Meet Michelle Dempsey, my new woman and mompreneur crush. She is the founder of Very-Well Written, where she helps businesses with content and brand marketing. You can also find her wisdom all over the Internet at top sites such as Mind Body Green, Elite Daily, Huffpost, Forbes and Scary Mommy.

When she’s not hustling at work, she can be found doing mom things with her adorable two-and-a-half year old daughter, coffee in hand. And during those child-free moments, cardio, binge-watching Netflix, and more coffee keep her sane.

We connected over our shared desire to use our big voices to help women find theirs, to empower them to own their struggles and live their passions, our well-developed ability to say no to people and things that don’t serve us, and the mom struggle that is indeed, very real.

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Get Your Mompreneur On With Expert Dawn Andrews (Part 2)

I’m back with Dawn Andrews–mom, business strategist, life coach, and successful entrepreneur. Today she talks about women getting into business, what holds them back, and how to juggle being your own boss and the boss of your family at the same time.

What Holds Women Back

Permission is the biggest thing. I find that for many women, it’s almost as if they are waiting for someone outside to tap them and say “Yeah, you can do this. Go for it!” Thankfully, because of growing up in an entrepreneurial family, and I’m not saying I don’t experience permission issues in other areas in my life, but when it came to that “go make your own thing,” that has never been an issue for me in terms of getting something started.

Pretty, Polished, and Perfect

The phenomenon is that men, because they don’t generally have that permission issue, just go out and do stuff, ask for stuff and forge forward with an initiative without much concern until they bump into something. They they figure out how to get around the rock that got in their way. Women want to have everything laid out. They want to know they have a clear path ahead of them before they even begin. And no path is every going to be clear. So we will spend time spinning, making sure everything is pretty, polished, perfect, and organized, so we know all the steps. But that isn’t how life works. What kills their possibility of going into business is that they’re looking for a sure thing and anything that is worth pursuing, as everyone who is a mother will know, is a dam hot mess.

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Get Your Mompreneur On With Expert Dawn Andrews (Part 1)

Meet my good friend and expert Dawn Andrews, business strategist and life coach in the world of entertainment. I immediately connected with Dawn this past spring at Campowerment and recently participated in her new small business incubator, Grow Your Big Idea. Read on to find out how you too can join the Grow Your Big Idea community, why Dawn thinks more women need to get involved in business, and how she doesn’t find balance between being the entrepreneur boss of her own company and being the mom boss of her house and two boys, ages 7 and 9.

A Business Strategist and Life Coach

The main reason people come to a business strategist is because they own a company of some sort and have reached a plateau in their development or growth. What’s unique about the business strategy that we do is that we help business owners take their businesses from personable to sellable.  A lot of people start their companies and grow organically and they’re growing on their own energy, ideas, and enthusiasm, but they don’t have the wherewithal to create a business plan and put together something that actually has value beyond just the monthly revenue they make. As a business strategist, I look at people’s businesses, predominantly service and creatively-oriented or businesses in entertainment and help them strategize growth and what their exit strategy would be. The life coaching part comes in handy because usually any time any of us are growing, we come up against our past history and psychology. The life coach part helps businesses deal with their own personal roadblocks.

Becoming a Coach

I was a director of marketing for an entertainment company and I grew up in an entrepreneurial family. The best way I can put it is that I always grew up in an environment where making your own thing was more desirable to being employed by somebody else. I don’t think I consciously knew that at the time, but as I got into my late twenties and thirties, there was a time when a lot of traction was happening in business—lots of lay offs and smaller companies were being bought by larger companies.  I just looked around and thought, “This just seems silly.” Why am I sweating it that I’m going to be in the next round of layoffs when I can just do something myself.

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