Risky Conversations with Jamie Lee

Everything that's rewarding is on the other side of a Risky Conversation.

In this podcast for professional women, we have honest talks about topics often considered taboo or "too risky" at work -- salary negotiation, mental and reproductive health, office politics, social injustices, and unconventional ways smart women navigate their path forward despite a flawed and sexist society.

Join me as we dive deeper into these risky yet rewarding conversations, embracing the growth they bring.

Podcasting since 2022 • 80 episodes

Risky Conversations with Jamie Lee

Latest Episodes

Why I'm training in hypnosis + invitation to Brain Magic workshop (on 11/21/24)

If you've ever doubted yourself, felt out of place, or struggled with imposter syndrome as a woman or person of marginalized identity, remember this:There’s nothing wrong with you.The corporate ladders are broken. Leadershi...

November 10, 2024 • Episode 78 • 10:27

Post-Election Love Letter to Women, Immigrants, and People of Color

Today's episode is recorded on November 7th, 2024 — just days after the U.S. election. Like many of you, I’ve been navigating big, complex emotions: grief, disappointment, and a familiar feeling of heartbreak. Today, I...

November 07, 2024 • 10:21

“What Would Celeste Donovan Do?” with Rachael Eckles of Trading Secrets Fiction Series

I’m Jamie Lee, an executive coach for ambitious overthinkers who want to stop holding themselves back and start advocating confidently to advance their careers.If you’re curious about how to make that happen for yourself, visit

November 05, 2024 • Episode 77 • 1:05:17

When and How to Fight as the Only Woman in Leadership with Monique DeMaio

When you're a smart, capable woman who leads, you're most likely going to be one of the few or the only in the leadership suite -- especially so if you're a woman of color, an immigrant, on the LGBTQ spectrum or neurodivergent. Thi...

October 18, 2024 • Episode 76 • 51:41

5 Steps to Stop Freezing Up and Start Speaking Up in Meetings

When my coaching clients—accomplished professionals who are minorities at work—tell me how they spin out in anxious rumination or freeze up without speaking in large meetings, I know it’s not because they haven’t prepared or tried hard enough.<...

October 11, 2024 • Episode 75 • 30:31

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Fan Mail

Thank you for today's podcast. The election results are heartbreaking, particularly with how hateful the rhetoric was at the end. But it is heartening to hear from other women who understand what this loss means to us as women. So thanks very much for offering this balm and thoughts for the future.

Half Moon Bay, California