Testimonials



I was eagerly trying to find a female speaker that could relate to the many women in tech sales, like myself, in my current role at Twilio. I first came across Cherilynn during an event with Sistas in Sales that I attended a while back. Without knowing exactly when or how. I knew I had to have Cherilynn join us and show us another powerful side of being a woman in sales. Cherilynn will challenge you and your team to look inwards and bring to the world your true self. Through story telling of her own experience and with a very interactive style all of us where left with a sense of belonging, because we discovered that our challenges were the same and an actual plan on how to achieve whatever our vision was. She collaborated step by step in the logistics of the event and provided us with great advise on how to run these sessions successfully based on our goals her experience and our audience. I honestly can’t wait to continue working with her in the future.

- Jill Barrientos

Digital Transformation - Account Executive, Twilio



Cherilynn’s coaching has taken me from brainstorming to business-owning. At the beginning of our journey together, I had a big vision that intimidated me and loose ideas about how to bring it into form. Cherilynn helped me make peace with my doubts & fears while guiding me towards actionable steps that turned my vision into an up-and-coming business! It was initially difficult for me to accept the idea of having a coach because I was so used to doing everything on my own. But without Cherilynn’s unique guidance I wouldn’t have had the support and encouragement I needed to move forward in my entrepreneurial journey.

- Briani Claggett

Founder and Chief Educator, Nu Rhythms



I found Cherilynn’s webinar to be incredibly informative. Her enthusiasm, breadth of knowledge, and resource sharing was captivating.

- Tiffany Spraggins-Payne, MBA

Design & Business Strategist | Innovator | Creative | Change Agent, U.S. Department of Transportation



When I first began coaching, I didn’t expect to double the amount of outbound meetings I book each month. And I hadn’t considered that I could find joy in connecting with prospects on LinkedIn, As I transitioned into my new role as a SDR, she helped to shift my thinking. I’ve been in role for a few months and have consistently reached my quota. Cherilynn helped me achieve this.

- Janine Simon

Customer Success Manager, TripActions



It can be quite intimidating and a bit overwhelming when starting a new entrepreneurial business venture, but having Cherilynn Castleman in your corner gives you the comfort and confidence needed to feel secure in pursing your ideas and bringing them to fruition. Cherilynn Castleman is amazing at asking all the right questions and even better at listening in order to advise, create strategies and give you clarity around the steps to take in order to reach your desired goal. I am thankful for the opportunity to work closely with Cherilynn.

- Erica Strunkey

CEO and Founder, SincerelyGlamatrix/ Assistant Vice President, Campus Recruiter Senior at Citi



In just a one hour session, Cherilynn shared years of hard-earned sales knowledge with our audience. Her talk was engaging, entertaining, and filled with practical, actionable advice. Everyone at the session, including some attendees with years of experience, left with new tips, frameworks, and newfound commitment to growth and taking action.

- Jake Ritzheimer

University City Science Center



Cherilynn Castleman is the most effective and clear career coach that I’ve ever had. She shares tactics and concrete steps to help with memory retention, speaking up in meetings, and for achieving one’s goals – personal and professional. Her approach is gracious yet stern, and encourages honesty, fearlessness-ness, excellence and results from both parties. I feel blessed and well equipped to take on new opportunities and responsibilities with her guidance.

- Atiya Elliott-Semper

Integrated Marketing Strategist and Video Producer


I’ve been working with Cherilynn for over a year now while working from home, during the pandemic, I really wanted to work with a coach that was going to hold me accountable and excel my career to the next level. And Cherilynn was able to do just that. She challenged my outdated practices that I had in sales and modernized them with actionable and deliverable skills and techniques that are still applicable and that I work with till this day. I encourage you to have that consultation with Cherilynn. She’s going to create life-changing opportunities for you and workshops that are going to be actionable and deliverable. We are always going to be looking for a coach that’s by our side, that is going to be consistent and delivering value; and Cherilynn does just that. She delivers value that is going to change the direction that you want to go in your career or your journey, in exercising your entrepreneurial skillset, and take it to the next level. Cherilynn, thank you so much for being such an amazing coach to work with. I very much enjoy and love working with you. And I look forward to continuing my journey with you and pursuing all of my dreams.

- Kristine Sanabria, MBA

Director Of Business Development at Delos



Receiving executive coaching from Cherilynn has been a complete game changer for me and my business. I was cautiously optimistic when I met Cherilynn but realized as soon as my introductory session how invaluable this opportunity was going to be for my business and my personal life. Cherilynn’s coaching approach is masterfully personal, compassionate, and flexible. She has encouraged me to think through my goals as an entrepreneur, wife, and mom and coaches me through identifying and executing the steps to success. My business and my personal life are stronger because of I’ve secured Cherilynn as my coach. It’s truly been one the most rewarding investments I’ve made in myself.

- Tahira Christmon

Founder, Culture Collaborative / Membership Director, Council on Foundations



Cherilynn’s sales training was remarkable. As a seasoned sales person, I took some skills for granted. Working with Cherilynn brought a new perspective and helped me enhance my existing skills AND learn new ones. Her teachings helped me to craft and perfect my strategy in getting a new position as well as how I’ll work with new clients. I’d recommend her a 1000 times and more.

- Karen Townsend

Enterprise Development Account Executive, Apple
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