Description

This episode is about a feeling I do not hear discussed very often, especially among women in leadership: having a career that looks successful on paper, but still not feeling settled, finished, or like you have “arrived.”

I am not sharing this as a complaint or a dramatic confession. It is an honest observation about how my career has actually unfolded. Over time, I have gained experience, responsibility, and perspective, but the moment I assumed would come—the one where everything feels certain and secure; never really did. What showed up instead was continued curiosity, change, and growth.

In this episode, I reflect on how that pattern formed and what it has taught me about leadership, ambition, and stability, including:

• How starting my career during the dot-com boom and bust in San Francisco taught me to operate in ambiguity long before I realized it
• The difference between ambition and restlessness, and why nonlinear growth is often misunderstood; especially for women
• Why choosing fit over optics can be one of the most confident leadership decisions you make
• How repeated market disruptions reshaped my understanding of stability, loyalty, and what leadership actually requires

If you thought you would feel more certain by now, or more finished, this episode is for you. You are not behind, and you are not failing to figure something out that everyone else has mastered. Some careers are not designed to arrive at a final destination.

They are meant to unfold; through recalibration, second acts, and choices that prioritize alignment over appearance. That belief sits at the heart of Clover, and it is why this show exists.