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Risky Conversations with Jamie Lee

Hosted by Jamie Lee · business · EN-US · 150 episodes

Audience: 5

About this Podcast:

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.

Pitch Analysis

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Contact path

Verified email

Booking probability

35%

Guest openness

Selective

Verified email on file
80/100
Required Score

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Questions about Risky Conversations with Jamie Lee

What is Risky Conversations with Jamie Lee about?

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.

Who hosts Risky Conversations with Jamie Lee?

Risky Conversations with Jamie Lee is hosted by Jamie Lee. The show has published 150 episodes to date.

What has Risky Conversations with Jamie Lee covered recently?

Recent episodes include "Gracefully Assertive (Part 2 of 2): Boundaries, Control, and When to Drop the Grace with Jamie Lee and Sade Curry" (20 October 2026, 25 minutes), "Leadership Lessons from Brazilian Zouk and Getting the Exact Job and Salary You Want with Kimberly Lai and Jamie Lee" (29 September 2026, 36 minutes), and "New Manager, Team Not Doing What's Needed? Here's the Agency Shift That Changes Everything" (22 September 2026, 19 minutes).

How often does Risky Conversations with Jamie Lee publish?

Risky Conversations with Jamie Lee publishes roughly weekly, with episodes averaging 34 minutes across 150 episodes.

How hard is it to get booked on Risky Conversations with Jamie Lee?

Booking probability for Risky Conversations with Jamie Lee is 35%, and the host is rated Selective on guests. Risky Conversations with Jamie Lee requires a Pod Score of 80 or higher. Risky Conversations with Jamie Lee's contact route on record: verified email.

Who should pitch Risky Conversations with Jamie Lee?

The strongest fits for Risky Conversations with Jamie Lee are Business & Professional Training and Business & Management Consulting. Risky Conversations with Jamie Lee has a business audience.

About the host

Jamie Lee hosts Risky Conversations with Jamie Lee, a business show with 150 episodes published.

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Recent episodes

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

  • Episode #148

    Gracefully Assertive (Part 2 of 2): Boundaries, Control, and When to Drop the Grace with Jamie Lee and Sade Curry

    Oct 20, 202625 min

    When I was a teenager and a member of a church youth group, someone crossed a physical line with me, and when they saw how angry I was, they asked me to lead the group prayer, as if that would pacify me. I said no...

  • Episode #146

    Leadership Lessons from Brazilian Zouk and Getting the Exact Job and Salary You Want with Kimberly Lai and Jamie Lee

    Sep 29, 202636 min

    What if leadership is really about following? I sat down with my friend Kimberly Lai, coach, leadership facilitator, and Brazilian Zouk dancer whose infectious joy for the dance got me into dance classes for a whole...

  • Episode #145

    New Manager, Team Not Doing What's Needed? Here's the Agency Shift That Changes Everything

    Sep 22, 202619 min

    If you just stepped into a leadership role and your team keeps avoiding the one task that actually moves the needle, there's something simple and concrete you can do to start motivating people the right way. In this...

  • Episode #144

    How to Build a Queer Third Space from Scratch After Illness, Addiction and Burnout with Jeff Vicente and Jamie Lee

    Sep 15, 202644 min

    In this episode, I sit down with my longtime friend and Iron Feather co-founder Jeff Vicente to explore how he built a hybrid salon, art gallery, and community “third space” in the heart of SoHo. From risky career...

  • Episode #143

    How Engineers Can Turn Setbacks and Layoffs into Growth and Opportunity with Poornima Vijayashanker and Jamie Lee

    Sep 9, 202643 min

    In this episode of Risky Conversations , I sit down with Poornima Vijayashanker , founding engineer of Mint.com, former Apple engineering leader, and founder of Femgineer , to talk about why communication is the edge...

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  • Episode #142

    The Coverage Trap: Why Overfunctioning Women Get Passed Over for Promotion And What to Do About It

    Sep 2, 202613 min

    In this episode of Risky Conversations , I reveal a subtle but costly pattern I see over and over again with my highest-achieving clients—something I call “the Coverage Trap.” You know that feeling: you work nights and...

  • Episode #141

    How to Raise Money and Get Paid Well Without Betraying Your Values with Alex Morin and Jamie Lee

    Sep 1, 20261h 1m

    In this episode, I sit down with my friend Alexis Morin , founder and principal of Soul Work Coaching , for a deep, tender, and surprisingly practical conversation about money, justice, spirituality, and leadership...

  • Episode #140

    Possibility Thinking: Creating Options When You Feel Stuck with Executive Coach Irina F. Cozma, PhD and Executive Coach Jamie Lee

    Aug 25, 202638 min

    Ever feel stuck or trapped in your work or life? My guest Irina F. Cozma, PhD is an organizational psychologist and executive coach who has repeatedly generated bold options for herself in moments when most people would...

  • Episode #139

    Clarity Becomes Currency: Rewriting Loyalty Pacts with Founder Debbie Heiser and Executive Coach Jamie Lee

    Aug 18, 202630 min

    In this episode, I talk with business coach and servant leadership educator Debbie Heiser about why risky conversations are often the doorway to our greatest freedom, fulfillment, and financial growth. We explore how...

  • Episode #138

    How to Be Gracefully Assertive

    Aug 13, 202616 min

    Gracefully Assertive -- I first heard this from my peer coach Sade Curry , an expert relationship coach, and I immediately thought, This is so good! I need to share it with every one of my clients. On Thursday, August...

  • Episode #136

    Postpartum Dads, First-Gen Pressure, and Leaving Corporate to be a Healer with Psychotherapist Steve Alexander Jr. and Executive Coach Jamie Lee

    Aug 4, 202644 min

    Know what it’s like to feel like you don’t fit into any box? And silently suffer while second-guessing yourself in a workplace where you're one of the extreme few? Yep, me too. In this episode, I’m talking with...

  • Episode #135

    We’re All Going to Die: Money, Love, and the Treasure Map with Allie Irwin and Jamie Lee

    Jul 29, 202653 min

    Beneficiary forms...sexy? In this episode, I’m joined by my friend Allie Irwin —hypnotist, coach, and creator of the Treasure Map, an end‑of‑life planning process—who makes a compelling case that it can be. You’ll hear...

  • Episode #134

    Anti-Networking: The Surprising Power of Not Asking for Anything At All

    Jul 21, 202616 min

    The truth is, some of the most powerful career moves happen when you don't ask for anything at all. This Friday, July 24th, my client Sarah-Neel Smith and I are going to teach you exactly how to have those career...

  • Episode #133

    Diverse Books and Risky Career Pivots with Literary Agent Kat Kerr and Executive Coach Jamie Lee

    Jul 21, 202650 min

    In this episode of Risky Conversations , I interviewed my good friend and literary agent Kat Kerr about her unconventional path from Florida state government to championing marginalized voices in publishing. Kat shares...

  • Episode #132

    Building Bridges Across Cultures: Redefining Leadership with Ai Asakura of TOMODACHI Initiative and Executive Coach Jamie Lee

    Jul 14, 202650 min

    What do you do when you're offered an opportunity that will definitely stretch you but also scares you, and your first instinct is to hand it to someone else, because you feel you're not quite qualified? That's the...

  • Episode #131

    How to Exit Toxic Jobs and Make More Money Without Burning Bridges: Two Client Case Studies

    Jul 7, 202621 min

    Just in 2025, nearly half a million women left the workforce. 23% of all new businesses were started by women, and 50% of all solopreneurs are women. Perhaps a part of you knows you need to leave. Maybe the job is...

  • Episode #130

    How to Pivot in Your Career, Claim Your Value, and Negotiate Higher Pay: A Case Study

    Jun 30, 202623 min

    Women are asking to be paid better and promoted but we’re also getting "no" more often than men. What gives? The problem isn't that women can't negotiate. The problem is that we're negotiating the wrong way—playing by...

  • Episode #129

    De-Risking Pay Negotiation for Women Professionals: Three Core Skills to Implement Right Away

    Jun 23, 202623 min

    Ever felt anxious about negotiating your pay? Wondered why it feels so risky when you already know you’re beyond pulling your weight at work? Here’s the truth I see as a coach for marginalized leaders who don’t like...

  • Episode #128

    The Ingenious Ways Senior-Level Mothers Cope with the Intense Pressures of Corporate America with Journalist Shalene Gupta and Executive Coach Jamie Lee

    Jun 18, 202637 min

    What happens when the pressures of work intensify AND parenting intensifies at the same time? Senior-level mothers are caught in a two-way trap—and many are quietly burning out, believing it's a personal failure rather...

  • Episode #127

    Calm, Confident, and In Control: on Hypnobirthing and Self-Advocacy with Hypnotist Maria Lernerman and Executive Coach Jamie Lee

    Jun 5, 202637 min

    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...

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