Meet Your Instructor: Cherilynn Castleman

Want to sell smarter—with less stress and more success?

I’m Cherilynn Castleman, a Fortune 500 Global Sales Executive turned sales coach, LinkedIn Top Sales Voice, Salesforce Top Sales Influencer, and Harvard instructor. With over 30 years of frontline experience, I’ve helped sales teams at world-class organizations—including Amazon, T-Mobile, Samsung, Salesforce, Spotify, Experian, Pinterest, SAP, and LinkedIn —close bigger deals, shorten cycles, and build stronger client relationships with confidence, clarity, and heart.

As Managing Partner at CGI Executive Coaching, I specialize in helping high-performing professionals blend AI-powered strategies with relationship-first selling. I also serve as a Professional Sales Coach for Harvard MBA students and have guest lectured at Boston College. Whether I’m coaching rising stars or seasoned sellers, my mission is the same: to help you shift your mindset, build trust fast, and become too good to be ignored.

This course delivers 50+ sales-smart tips and 100+ AI-powered prompts to help you prospect faster, follow up more effectively, and lead conversations that convert. You’ll learn how to use AI without losing the human touch—and walk away with the tools you need to connect deeply and close confidently.

You'll get:

- Proven, high-impact sales strategies

- 100+ ChatGPT prompts for outreach, follow-up, messaging, and prep

- Tools to lead with authenticity and close with purpose

I'm also the best-selling author of What’s in the C.A.R.D.S.? 5 Post-Pandemic Sales Strategies, recognized as one of America’s Best Sales Speakers, and an active voice in the sales community through LinkedIn and Salesforce.

Whether you're leading a team, growing your book of business, or looking to level up your sales career—this course is your next step forward.

Let’s turn smart selling into your superpower. Enroll now and start selling with soul and speed.