Services That Move Women & Companies Forward

Here's what I Do

Coaching & Training

Professional coaching empowers high-achieving women to overcome barriers, clarify their goals, and reach their full leadership potential. In a supportive, judgment-free space, coaching helps you take bold action, improve performance, and align your career with your values. Unlike therapy or consulting, coaching is a collaborative process rooted in powerful questions and self-discovery. Whether you’re advancing in corporate leadership, driving sales growth, or building a business, coaching with Cherilynn provides the tools and clarity to succeed. Book a complimentary session to explore how coaching can support your next big move.

Download The Coaching Borchure

Keynote Speaking

Cherilynn Castleman is a globally recognized keynote speaker, leadership coach, and former Fortune 500 sales executive with over 30 years of experience. She inspires high-performing women and teams to lead with confidence, exceed sales goals, and elevate their careers. Known for her fast-paced, engaging style and powerful storytelling, Cherilynn has spoken at top organizations like Amazon, LinkedIn, Salesforce, and Pinterest. Her talks focus on the intersection of sales, leadership, and diversity—empowering women to grow personally and professionally. With thousands coached and countless careers transformed, Cherilynn’s sessions leave audiences energized and ready to take action.

Download The Keynote Speaker Brochure

Corporate Programs

Cherilynn Castleman’s 3–6 month Cohort Coaching Program is a results-driven solution designed to elevate high-performing women through expert sales coaching, leadership development, and real-world training. Tailored for corporate teams, this program helps organizations improve retention, boost performance, and meet DEI goals by building a culture where women thrive. Participants gain access to one-on-one coaching, peer collaboration, and hands-on workshops that turn strong salespeople into influential leaders. If your company is ready to invest in confident, capable women who drive results, this program delivers the tools and transformation you’ve been looking for.

See the Impact in Action — Explore Our Case Studies

Discover how Cherilynn Castleman’s coaching and training programs have helped women break barriers, boost performance, and rise into leadership roles.

Invest in the development and retention of a gender-diverse salesforce

Recruit, Retain, and Elevate

Skyrocket Your Revenue, See Higher Conversions, and Slow Down Turnover With Expert Advice in Creating Exceptional Sales Leaders From Your Existing Team and New Talent!

Why Diversity in Sales Is a Growth Strategy

Investing in a gender-diverse, inclusive salesforce—especially one that uplifts women of color (WOC)—is more than good PR. It’s a smart, revenue-driving business decision. Key Benefits include:

Is This Your Organization?

Even the most forward-thinking companies can hit roadblocks when trying to implement DEI that works. If these sound familiar, you’re not alone—and you don’t have to stay stuck. Common Challenges include:

The Coaching Roadmap to Transform Your Team

Cherilynn Castleman’s approach empowers sales leaders and DE&I professionals to turn inclusion into performance. Here’s how we do it:

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.

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