Growth Executive Coaching & Sales Training

Get the confidence and performance skills to succeed

Train With Cherilynn Book Online

Hire Cherilynn to Speak at Your Event

Enjoy a fast-paced and fun keynote filled with learning and laughter

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Unlock Your Potential With Our Interactive Workshops

You can have the sales career you want, and you don’t have to do it alone

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About Cherilynn

The Relationship Sales Expert


I started my career in social work but soon discovered that I would need to develop sales skills to secure funding for my program. I landed a job selling life insurance door-to-door. I was quite successful in my door-to-door life insurance sales job. My career rose from sales leader to sales manager, then from vice president to general manager.

As the general manager, I carried profit-and-loss responsibilities and closed deals worth tens of millions of dollars in Asia, Central/South America, Europe, and the United States.

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Our Services


Coaching- a safe place where women can fully be themselves & through conversation, discover...

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Have you come to a crossroads on the journey to building the career you want?...

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Engage & build customer trust. Hire your first sales talent. Implement an achievable sales strategy...

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Start making your numbers and hold yourself to a higher standard! Connect with..

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Sistas In Sales Partnership Informational 2020

December 17, 2020 It’s been quite a year. However,&nbs
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The Buyer First Interview: Cherilynn Castleman

December 8, 2020 Cherilynn Castleman is the Managing Directo
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SmartTalk: Becoming an Empathetic Seller Using Financial Insights & Versatility

December 14, 2020 from 2-3PM EST Register Here
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Our Testimonials

Our Blogs

How to Break the Silence and Share Your Executive Voice During These Times

As we wrap up this year, I invite you to end 2020 strong by having SAFE conversations with your sales teams. As you kno...
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Transforming Obstacles into Opportunity with Whitney Henry of Salesforce

The pandemic has changed the way we navigate everything in our daily lives, from working to parenting to connecting with...
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What’s In The CARDS For 2021?

Today, investing in the development and retention of a gender-diverse salesforce and sales leadership team is more than ...
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Honing Your Secret Weapon: The Importance of a Killer Pitch

Every professional woman needs to have a pitch. Now, more than ever, whether you’re looking for a new job, building yo...
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