I am thrilled to introduce you all to Kyra Siegel today. Kyra and I first met in 2014 — she was the seasoned consulting associate on my MBA summer internship project and needless to say, I was impressed (and intimidated!).
In every interaction, she showed up with a calm confidence.
She breezed through LaGuardia security to catch the Delta shuttle to Boston minutes before the doors closed. Patiently (very patiently!) taught me how to align PPT boxes. Taking big project changes and very long hours in stride.
We were both very much in that mid-2010s girl boss era — working exceptionally hard to accelerate as quickly as possible.
Our careers at that point were less about alignment, and more about what “made sense.” The right growth, exposure, exit opportunities.
Little did I know, Kyra felt just as “off” as I did.
Her career (both consulting and the high-growth start-up years that followed) all looked so good from the outside, but just didn’t fit who she was.
Fast forward a decade, and Kyra and my paths crossed again in the summer of 2024.
Driven by moves across the world to New Zealand, back to New York and then ultimately to Boulder, CO, Kyra was feeling good and satisfied. She had created a rich personal life — a strong community, a regular rock climbing practice, a burgeoning interest in public service.
But there was just one (major) piece still missing: how Kyra felt in her career.
She was ready to find the same alignment in her career as she had created in her life.
Kyra fully committed to coaching — first working through my Ambition Reimagined methodology and then surrounding herself with other women making bold moves in our On Purpose Together alum community — and week-by-week, month-by-month, slowly but surely, created the exact change she wanted.
Fast forward again to 2026, and spoiler, she’s found that alignment!
Kyra is in a role that feels like a natural extension of her strengths and working for a company she cares about, all while serving as board member for her local parks and rec department and and investing deeply in her community.
I’ll let Kyra tell you exactly how she got here herself.
In our conversation, Kyra and I dive into everything — how she redesigned her career and life, and the one decision that started it all. We talk about:
How to hear and trust your quiet inner voice – especially when it lacks conviction and everyone around you seems so certain
Why untethering your identity from your career is one of the most important and powerful shifts you can make
How Kyra finally found the right function, and how good it feels to be building on the right path
The unexpected, serendipitous way she landed her current job – and why it’s so important to be open to new connections and opportunities, even in the most unexpected places
How to build a robust personal life and meaningful community, and how to integrate it with your professional priorities
The importance of getting involved in local government
This is a great conversation for anyone who knows there’s a better — more aligned, more energizing, more meaningful — version of their career and life waiting on just the other side of the hill, and they just can’t figure out how to get from here to there (or how to take the very first step).
Or for anyone who just wants to be inspired by and learn from another remarkable woman!
Kyra will show you that you don’t need to have every choice mapped out – you just need to start. And that the most fulfilling life won’t come from others’ opinions, but what you create for yourself.
If you want to learn more from Kyra, whether about her career, local public service or building community, connect with her [here].
Thank you so much, Kyra!
» my invite to you
If you want to create the same change in your career — and go from feeling constantly discontent or stuck to feeling as deeply aligned and at peace as Kyra — you can use the exact same process she did in Ambition Reimagined, our flagship 1x1 and group career coaching program.
Ambition Reimagined is growing — and as it grows, we’re investing more deeply in every participant to make sure you don’t just leave with clarity, but with confidence, self-belief and a truer sense of yourself. The investment is increasing on July 1st, and we only have two spots left to join at the current rate ($825 / month).
If you’ve been deeply craving a career change, consider this your invitation to get started. I’d love to explore whether it’s the right fit. Apply [here] and I’ll be in touch to schedule a call.
» get inspired
If you’re curious how other clients have used coaching to radically realign their lives, check out these other episodes. I guaranteed you’ll be inspired by each of these remarkable women and they’ll expand your sense of what’s possible 💜.
