Risky Conversations with Jamie Lee

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.

Episodes

January 13, 2026 • 21 mins

Earlier today on January 13, 2026, LinkedIn published an article The 2026 job market: What to know about hiring, confidence and opportunity. 

The data is mixed: U.S. job growth is sluggish and many job seekers are feeling stuck where they are but not prepared for the job hunt. 

Plus, with a bulk of the growth in the economy happening in the AI infrastructure space, a forward-thinking professional can't help but wonder, "Wil...

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Are you a high-performance leader feeling "allergic" to the slow, constrained pace of your current office? In this episode, I share the "Ferrari on a Golf Course" metaphor—a perspective shift that has been a game-changer for my 1:1 executive coaching clients. 

As we enter the Year of the Fire Horse in 2026, it’s time to stop trying to "fix" your engine and start finding the right track.

In this episode, ...

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In this episode, I talk with Neelam Patel, who left a 22-year tech executive career to follow her passions for poetry, dance, and performance. We dive into the risks and rewards of creative self-advocacy, how joy and anger can guide personal transformation, and what it really means to rebuild a life around authenticity. If you’ve ever felt the pull between convention and creativity, this conversation will inspire you to reclaim you...

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For many women of color, excellence became a survival strategy long before leadership did. So when a board, team, or decision-maker starts tugging on the rope—questioning, nitpicking, shifting expectations—it feels almost impossible to let go.

In this episode, we explore what happens in your body during these moments, how your nervous system tries to keep you safe by pulling harder, and the subtle art of releasing the tug-of-war wit...

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In this quick episode, I guide you through a 10-minute Boundary Reset designed to help you protect your energy from office drama and difficult coworkers — without shutting down or over-functioning.

As an executive coach for high-achieving women, I know how draining it is to deal with demanding personalities, rapid-fire requests, or sometimes-subtle, sometimes-in-your-face workplace tension. This short, powerful practice helps you st...

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Jamie Lee is an executive coach who helps women and marginalized leaders get promoted and better paid—without playing politics or throwing anyone under the bus. Risky Conversations is about the messy, brave, and brain-based side of leadership growth.


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In this episode of Risky Conversations, I sit down with Dr. SD Shanti—pediatric dentist, clinical psychologist, and founder of the World Love Forum—to explore how we ca...

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Jamie Lee is an executive coach who helps women and marginalized leaders get promoted and better paid—without playing politics or throwing anyone under the bus. Risky Conversations is about the messy, brave, and brain-based side of leadership growth.
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In this episode of Risky Conversations, I sit down with Tara May, CEO of Aspiritech, to talk about inclusion, neurodiversity, and what it really means to create better workp...

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As an executive coach for women working in male-dominated industries, I often coach on the topics of money, wealth, and self-trust. 

In this episode of Risky Conversations, I sit down with Andrea Liebross—results-driven business coach, podcast host, and author of “She Thinks Big.” 

Andrea shares her journey from corporate director to entrepreneur, and together we unpack what it really means to take risks, think big, and create wealth...

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Glue work is the invisible, unrewarded labor that keeps teams running—but too often holds women and people of color back from promotions and pay raises. 

In this episode, I share the research, the myths that keep us stuck, and a practical framework to say no with clarity, calm, and confidence.

⏱️ Timestamps:

  • 0:00 – Why glue work matters (and why saying no feels risky)
  • 8:30 – The research on non-promotable tasks and gender bias
  • 18:55...
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Welcome to Part 6 of The Promotion Playbook Series for Smart Women in Male-Dominated Industries.

In this final episode, I coach a professional navigating one of the most common — and least talked about — challenges in career growth: ageism and making a career pivot later in your journey.

You’ll hear a candid coaching conversation about:

  • Why arbitrary “years of experience” requirements may not reflect your true value
  • How internalize...
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Welcome to Part 5 of The Promotion Playbook Series for Smart Women in Male-Dominated Industries.

In this episode, I coach a client through one of the biggest challenges women face after leaving a draining job: how to return to work without falling back into the same patterns that caused burnout.

You’ll hear a real coaching conversation about:

  • Why career breaks and sabbaticals are acts of courage, not weakness
  • How fear of “going bac...
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Welcome to Part 4 of The Promotion Playbook Series for Smart Women in Male-Dominated Industries.

In this episode, I walk an aspiring life coach through one of the toughest questions every new coach faces: “How do I price myself?”

We unpack the fears that come with putting a dollar value on your work, the difference between pricing yourself vs. pricing your services, and why your presence and coaching impact are priceless. You’ll also...

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Welcome to Part 3 of The Promotion Playbook Series for Smart Women in Male-Dominated Industries.

In this episode, you’ll hear from Karen — a smart, experienced professional who never paid me a dime, but who did pay attention. She attended my free workshops, listened to the podcast, and put the tools into practice. The result? She reframed “bragging” into “informing” and landed a role that increased her income — then expanded that ro...

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Welcome to Part 2 of The Promotion Playbook Series for Smart Women in Male-Dominated Industries.

In the first episode, we uncovered three myths that hold women back: Tiara Syndrome, Comfort Fallacy, and the Perfectionist Fantasy. In this episode, we move from awareness to action.

I'm walking you through my Three Votes Framework — a simple, repeatable system for taking control of your career growth:

  • Vote with your feet: choose...
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Welcome to the part 1 of Promotion Playbook Series for Smart Women in Male-Dominated Industries. If you’ve ever felt like you’re working twice as hard for half the recognition, you’re not alone. 

In male-dominated fields like tech, finance, and engineering, women face two sets of barriers: the external ones — sexism, racism, bias — and the internal ones we often don’t even notice until someone points them out. Things like:

  • Tiara ...
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What if imposter syndrome isn’t about you—but about a system designed to keep women small?

In this powerful episode of Risky Conversations, I speak with Sara Dean—keynote speaker, certified facilitator, and executive coach—to unpack the truth behind imposter syndrome, why women are socialized to doubt themselves, and how reclaiming self-trust changes everything.

Sara shares her journey from personal trainer to executive coach for lea...

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In this episode of Risky Conversations with Jamie Lee, we go beyond strategy and into the subconscious with a guided trance experience designed for executives and leaders. 

Neuroscience shows us that we don’t just think with our heads — we also process wisdom through our hearts and guts. By aligning these three brains, leaders can access deeper clarity, reduce anxiety, and strengthen their executive presence.

As both an executive coa...

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In this episode of Risky Conversations, I sit down with my friend, neighbor-turned-guest, and multi-hyphenate powerhouse Rachael Eckles—lawyer, author, coach, and founder of the Aphrodite Author Program.

We dive into what it means to defy death as a woman in midlife. Both in the spy-novel sense (Rachael’s Celeste Donovan series delivers plenty of that) and in the very real, everyday way of reclaiming energy, purpose, and joy through...

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How can you use AI to stand out in your job search—without sounding like a robot?

In this episode of Risky Conversations, I sit down with executive coach and Eunioa founder Rosey Singh to explore practical, proven ways to combine AI tools with human insight for career success.

You’ll learn how to:

  • Optimize your resume to pass Applicant Tracking Systems (ATS) without losing your unique voice
  • Use ChatGPT and other AI tools to speed u...
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🎙️ What happens when one coaching client gets so much clarity, she sends her sister your way—not for coaching, but just for some good, honest truth-telling?

Turns out, you get a new podcast episode, an unexpected career comeback… and a pretty great story about integrity over sales.

In this episode of Risky Conversations, I sit down with Beth Nichols and SJ Crawford—real-life sisters and co-hosts of the podcast Miss Informed—for a he...

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