The Struggles of High Achieving Women: Balancing Success and Happiness

Kacy O'Brien
3 min readNov 6, 2023

Today, I honor the woman you are. The woman you were. And the woman you’re becoming.

I see you.

You’re juggling multiple roles. Maybe you’re a business owner, an entrepreneur or even a high-level leader at an organization.

You wear multiple hats, and you seem to be able to do it all.

From the outside looking in — you’re kicking ass. 💪 People tell you how impressive you are.

But, on the inside, your heart breaks everyday because the truth is… you’re not truly happy.

Sometimes it feels like you’re rotting from the inside out.

Dying each day just a little bit more, with each “yes” you say…when you really mean f*** no.

The approval from others feels good for a moment, but then you’re left with an empty void.

You’re caught in a prison of your own creation. Of your expectations. And it feels like the walls are caving in around you one day at a time.

Maybe your marriage is falling apart, or your relationship with your kids is hard. Maybe you just feel like you’re not doing good enough. Constantly on the run, trying to hold everything together.

You were sold this story of success that had a lot to do with Money and Status.

But now, after all these years, you’re left wondering — is this truly what “success” means? What about my happiness? What about my dreams, hopes and aspirations?

You don’t want to wait until retirement to be happy. The harder you work, your internal peace seems even more elusive.

You want to be happy now. You hate chasing that carrot. You know money is important — but when did it start controlling you?

When did the need for more take over your life? When did you become an “and-then” person…

I’ll have more money, and then I’ll be happy.

I’ll have a better job, and then I’ll be happy.

I’ll get that promotion, and then I’ll be happy.

________________ (insert your version), and then I’ll be happy.

You wish you were taught about emotions, self-awareness and the importance of trusting yourself. Why were we just taught math in school? But nothing about how to be human, or be happy?

But where do you start? How? There’s so much to unravel, so much to process and heal. It almost feels too much to even touch. Is it too late?

It’s feels almost easier to ignore it.

But the pressure keeps building. It’s getting to be too much. Your soul is knocking at the door every day.

And some days, numbing out seems to take precedence over answering the call to your authentic truth.

Scrolling. Drinking. Smoking something that will just calm your nervous system down.

Anything to find relief.

I see you. I really do. I was you.

These patterns still exist within me, but over the years, I’ve found a lot of clarity on how to navigate this terrain. I’m not perfect, I just cared more about my happiness than the paycheck that promised me the world.

I understand what it’s like to be a woman in a highly intense world who feels deeply. Sometimes feeling like your vulnerability is a weakness.

And who, more than anything, craves to be led by her soul.

I know the pain of not listening to your heart, yet the sadness and anxiety that comes from disappointing others.

If any of this resonates with you, trust that feeling. Lean in and listen deeper. What is your heart saying to you?

What are the nudges you haven’t been listening to?

Lean in and listen.

That’s my invitation for you today.

And just know that just because you feel stuck today, doesn’t mean you’ll be there tomorrow.

With love,

Coach Kacy ❤️

Originally published at https://coachkacy.com on November 6, 2023.

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Kacy O'Brien

Loving Wife | Storyteller | Making Sense of this thing called "life"