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 more than 30 years of frontline experience, I have 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 help 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 am coaching rising stars or seasoned sellers, my mission is the same: help you shift your mindset, build trust fast, and become too good to be ignored.

This course was rebuilt for 2026. You get 53 short video lessons, each one teaching a relationship-driven skill you can use the same day, plus an AI assignment for every lesson, a quiz for every section, and an AI role play for every section, so you can rehearse real conversations and get coaching before the stakes are real. You will learn to use AI without losing the human touch, and walk away able to connect deeply and close confidently.

You'll get:

-Proven, high-impact sales strategies you can apply the same day

-Copy-and-adapt AI prompts for research, outreach, follow-up, and prep that work in ChatGPT, Claude, Gemini, or Copilot

-AI role plays that let you practice the conversation before it counts

-Tools to lead with authenticity and close with purpose

I am 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 on LinkedIn and Salesforce.

Two things you should know about me. My mission is to help 1 million women learn to sell their way into the rooms where decisions get made by 2030. And every dollar this course earns goes into my granddaughter's education trust fund. When you enroll, you invest in your own skills and in her future at the same time.

When I am not teaching or coaching, you will find me outside: cycling, kayaking, hiking, or swimming. I do my best thinking in motion.

Whether you are leading a team, growing your book of business, or building 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.