
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... more
| Publishes | Weekly | Episodes | 130 | Founded | 4 years ago |
|---|---|---|---|---|---|
| Number of Listeners | Categories | BusinessCareers | |||

Everything worthwhile is on the other side of a risky conversation—especially when it comes to women’s health, birth, and career.
In this episode, I sit down with professional investor–turned–hypnobirthing educator Maria Lernerman to talk about how... more
In this episode, I sat down with leadership coach and former HR leader Ashley Paré to pull back the curtain on the "risky conversation" that cost her a corporate role but won her ultimate freedom and self-respect. We dive into how that experience bec... more
In this episode of Risky Conversations, I sit down with global storytelling expert Gabrielle Dolan, author of Story Intelligence: The craft of authentic storytelling made smarter with AI.
Gabrielle shares how one risky career conversation led her t... more
Informational interviews, job interviews, and offer negotiations: these are the "risky" conversations that stand between you and a career you actually love. But what if you could de-risk these moments and catapult yourself into a new dimension of suc... more
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I’ve followed Jamie for a while & I find her to be such a kind, empowering leader & advocate. Love the pod, how thoughtful she is with her guests & ultimately, how she is a resource in so many meaningful ways to professional women!
Thank you for helping me step into risky conversations with more ease and more confidence, Jamie! Your teachings and generous conversations with guests have helped me see how to embrace the opportunities that come with difficult conversations, as well as armed me with new tools to create productive, healthy, and mutually beneficial outcomes.
I've been diving into Jamie's "Risky Conversations" podcast and I'm genuinely impressed. As someone who's spent years in HR and coaching, I can recognize exceptional talent when I see it - and Jamie has it in spades.
What sets this podcast apart is Jamie's ability to ask the questions that actually matter. She doesn't stay on the surface where it's comfortable; she goes deeper into the real issues people are facing. Her coaching instincts shine through in every conversation, and you can tell s... more
I really enjoy listening to Risky Conversations with Jamie Lee. She has a compassionate way of connecting with her guests and draws out insights. Her interviews feature a range of guests and work topics relevant to women. Recommend highly!
Jamie offers practical and impactful support, tools, and wisdom to support you to navigate, negotiate, and leverage your career.
Key themes from listener reviews, highlighting what works and what could be improved about the show.










Recent interactions between the hosts and their guests.
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This show centers professional women navigating high-stakes conversations, workplace politics, and systemic barriers with practical coaching and real-world stories. Across episodes, listeners hear frameworks for salary negotiations, informational interviews, power-building through authentic storytelling, and strategies to balance ambition with integrity in male-dominated or biased environments. Notable throughlines include leveraging personal narratives for leadership credibility, using coaching tools to establish boundaries and influence, and examining how AI, neurodiversity, and feminist perspectives reshape career growth. The host frequently invites guests who bring clinical, academic, or practitioner expertise on leadership, inclusion, ... more
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Risky Conversations launched 4 years ago and published 130 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.
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Recent guests on Risky Conversations include:
1. Gabrielle Dolan
2. Sarah-Neel Smith
3. Cristina Alcalde
4. Neelam Patel
5. SD Shanti
6. Tara May
7. Andrea Liebross
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