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.

1. Describe yourself in five words.

Dynamic, creative, sincere, inspirational, no holds barred

2. The moment that changed my life was

The moment I learned that my intuition was really onto something, and that it was worth trusting. It was one of those moments where everything came into focus, and finally, everything that came before it made perfect sense.

3. I found my voice when

I realized my words had the power to inspire and influence others, and that sharing my truth meant helping others to heal from theirs.

4. I’m empowered because

I’ve learned to say no and mean it. I’ve learned to walk away from what doesn’t serve me without apologizing for it. I’ve learned the power of my intelligence, my kindness, and my womanhood. I’ve learned that you don’t get what you want in life, you get what you are, so if you want great, be better.

5. I empower others because

I am as authentic as I am transparent. I say what everyone else is thinking. I choose risk over comfort. I go after what I want like it’s the last train of the night. I don’t apologize for being who I am yet I always lead with kindness. 

6. Putting yourself first is

Not selfish. At all. Putting yourself first is the single best thing you can learn to do for yourself in this lifetime yet it’s every woman’s biggest challenge. We’re mothers, we’re daughters, we’re friends, we’re wives, hell, some of us are even ex-wives, and the expectation is that we do for everyone else first, right? And then what? We burn out, lose our sense of self and live with regret and resentment. We get divorced, we hate our jobs, we can’t believe we never told that friend how much she hurt us and now can’t stand the sight of her. It took me 30-plus people-pleasing years to learn that there is no shame in advocating for your own needs before anyone else’s. Even as a mom, a really devoted one at that, I know that I can’t pour from an empty cup, and when Mama’s taken care of, everyone else benefits. We’re not taught to put ourselves on a pedestal and I’m not sure why. But what I do know is, once you get to that place where you value, and I mean really and truly value who you are, putting yourself first becomes a ritual as natural, and necessary as breathing. 

7. I take care of myself by

Taking time for myself at some point, even if it’s just a few moments, every single day. Working out helps me focus and regroup, and in the interest of being authentic, it helps me deal with being a semi-anxious workaholic. I sleep when I need to sleep, and when shit hits the fan I shut off my phone and head for a massage. I surround myself only with people who bring happiness and joy to my life, do my best to keep outside drama to a minimum, and breathe deeply through the moments that aren’t so pretty.

8. Best mom win

When my daughter first started school, at a teeny 18-months old, she came home one day with a bite mark on her arm. Her teacher informed me that another little girl in class had bitten her during a typical toddler battle over some toys. When I asked how my daughter retaliated, thinking she likely resorted to hurting this little girl for biting her, I was told that she hugged and kissed her teeny attacker and gave her the toy she wanted to play with. Sounds simple, maybe, but knowing that my daughter reacted with kindness meant more than I could ever put into words. That was the moment I realized I was doing something right.

9. Worst mom fail

Happens every morning when I lose the battle over what’s for breakfast because someone is running late for work and another someone had to be in school five minutes ago.

10. Motherhood is

The single greatest thing that has ever happened to my life. Sound cliché? Then you must not be a mom.

 11. Moms should

Reread question #6. And then stop what they’re doing, look in the mirror, and repeat after me, “Hello, you gorgeous goddess, you’re slaying this whole mom game. I’m so proud of you and damn that ass looks great.” Then try to be easier on yourself. And maybe have a glass of wine.

12. Before I became a mom, I wish someone told me

All of those little things my Mom did that annoyed and drove me crazy would become exactly my way of mothering. And that your child can and will survive even if they drink formula, and that all the things you swore you wouldn’t do as a mom would become exactly the things you do the most as a mom.

13. Women need each other because

No one knows a woman like a woman. Our needs, our struggles, our emotions and feelings. The support of other women, the powerful feeling of knowing that a group of trusted ladies have your back no matter what – that’s a big part of what I live for. As the co-founder of a professional networking group for women, I am always so intent on opening the doors to amazing women who truly understand what it means to help another woman rise. It’s vital. 

14. My last meal would be

At Il Mulino in Miami and would include calamari with extra lemon, spaghetti carbonara, and a Caesar salad. And a gin and tonic, or two. Oh and dessert, but I don’t discriminate. 

15. Three things I can’t live without are

Love, my laptop, and coffee.

 16. My perfect day is

Spent in the company of those I love, with my laptop, and some coffee.

17. The books I swear by are

Daring Greatly by Brené Brown. “Loving ourselves through the process of owning our story is the bravest thing we’ll ever do.” If that doesn’t describe the turn my life has taken, then nothing ever could.

18. When life gives you lemons

Order more calamari.

19. I don’t wait for doors to open, I

Kick them the f*ck down.

20. I want my daughter to know

It is who she is at her core, how she treats others, what her passions are and what drives her, that will truly define her as a woman. Not what she looks like, who she chooses to love, whether or not she’s the most popular girl in her high school class, or if she avoids broccoli in the same way some of us avoid dental visits for the rest of her life.

21. You can find me at

Target, screaming toddler in cart, grande latte in hand, hoping for a BOGO on the Lysol wipes and veggie sticks.

BIO: Michelle Dempsey MS, CPRW is an entrepreneur, internationally published writer and marketing guru, girl gang leader, radio host, and above all things, a mother. Michelle Dempsey turned a passionate hobby into a thriving career. Internationally published and known for her ability to connect with readers on a deeper level, Michelle launched her own business, Michelle Dempsey: Very Well-Written, offering content marketing and consulting services to businesses of all kinds. Michelle partners with all clients in a collaborative process that allows her to write from the point of view of her client, a winning strategy for success. She speaks to female audiences regularly on topics including empowerment, personal development, and business success, and last year, co-founded one of South Florida’s fastest growing networking groups for professional women, ProFemmes.

This article originally appeared at Mogul.

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