1 Million Women By 2030

Cherilynn Castleman’s mission is bold: coach, mentor, and empower 1 million women to rise into executive leadership.

Become too good to be ignored!

Master the Modern Sales Skills That Get You Noticed and Promoted.

The Journey To 1 Million Women by 2030

Helping women and organizations succeed through coaching, training, and speaking.

What I Do

Coaching & Training

Whether you’re navigating your first leadership role or preparing for the C-suite, Cherilynn offers transformational coaching that gets results. Her one-on-one executive coaching is designed for women ready to break through to the next level.

Looking to grow at your own pace? Explore Cherilynn’s self-guided online courses packed with powerful tools, real-world strategies, and bold encouragement.

Keynote Speaking

Cherilynn Castleman is a dynamic keynote speaker who challenges, inspires, and equips audiences to lead boldly and sell powerfully. With decades of experience in global sales and leadership, she delivers high-impact talks that spark change, from C-suite retreats to international conferences and podcasts.

Corporate Programs

Cherilynn partners with forward thinking companies during their sales recruitment process to to strengthen their sales recruitment strategy. The results? Skyrocketed revenue, accelerated sales cycles, higher conversion rates, and increased customer satisfaction.

What Clients Say About me

A good executive coach doesn’t just sharpen your skills, she sharpens your vision… I’ve had the privilege of learning from Cherilynn for years, and what sets her apart is her unmatched ability to blend data with heart. Her guidance on building genuine rapport, leaning into collaboration, and growing your influence with integrity has shaped how I lead today.

Every word out of her lips is fire! Inspiring, infectious, and awe-inspiring. Our team Slack channel was buzzing: Can we book Cherilynn for like 1 million more events? SERIOUSLY!!

I was absolutely blown away when Cherilynn walked through her program in detail and selling it up the chain was a piece of cake. I received glowing updates from the women throughout the program and reports of their growth from managers and peers. I cannot recommend Cherilynn highly enough!

Resources for Women Ready to Lead

Real women. Real companies. Real transformation.

Conversations that inspire. Insights that elevate.

1% Edge Podcast

coming soon

Learn How to Really Sell and Become Too Good To Be Ignored

Conversations With Women in Sales

The Art of Empathetic Listening, and Getting To “7 No’s”

The 20% Podcast

B2B Revenue Executive Experience

ValueSelling Associates

How To Build High-Performing Teams That Are Unified Around The Same Vision

Over Quota Podcast

Contact me

Ready to Become 1 in A Million?

Cherilynn Castleman is a coach, speaker, and advocate for women breaking barriers in business. Stay connected for bold insights, resources, and opportunities to lead with impact.

Social Media

Quicklinks

Learn from Cherilynn

Be the first to know about new resources, events, course launches, and real stories of women rising.

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1 Million Women By 2030

Become too good to be ignored!

Master the Modern Sales Skills That Get You Noticed and Promoted.

Helping women and organizations succeed through coaching, training, and speaking.

What I Do

Coaching & Training

Keynote Speaking

Corporate Programs

What Clients Say About me

What Clients Say About me

Resources for Women Ready to Lead

Real women. Real companies. Real transformation.

Conversations that inspire. Insights that elevate.

1% Edge Podcast

coming soon

Learn How to Really Sell and Become Too Good To Be Ignored

Conversations With Women in Sales

The Art of Empathetic Listening, and Getting To “7 No’s”

The 20% Podcast

B2B Revenue Executive Experience

ValueSelling Associates

How To Build High-Performing Teams That Are Unified Around The Same Vision

Over Quota Podcast

Contact me

Ready to Become 1 in A Million?

Social Media

Quicklinks

Learn from Cherilynn

Newsletter

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