52 Weeks of Me

Episode 106: Too Good to Be Ignored with Cherilynn Castleman

Jacklyn Osborne & Erika Brooks Season 1 Episode 106


Cherilynn Castleman, a Fortune 500 Global Sales Executive with over 30 years of experience. Passionate about empowering women of color, Cherilynn draws from her career success to inspire audiences. Her fast-paced, light-hearted presentation style promises an adventure in learning and laughter. Highly sought-after as a keynote speaker and panel moderator, Cherilynn speaks at the intersection of sales, business, and diversity, moving sellers, individuals, entrepreneurs, and companies closer to their goals. 


With a stellar track record speaking for renowned organizations like LinkedIn, Salesforce, T-Mobile, Experian, and Amazon, Cherilynn's expertise is praised by event hosts. Recognized as a top sales influencer by Salesforce and LinkedIn and named one of America's 2023 Best Sales Speakers, she has authored a best-selling book. Cherilynn's dynamic speaking engagements receive rave reviews, leaving audiences inspired and motivated. Get ready to be captivated as Cherilynn Castleman takes the stage to share her wisdom and ignite your passion for success.


Episode Highlights: 

  • The transition from a corporate career to founding GCI Executive Coaching
  • The importance of diversity in sales teams for better results
  • The "CARDS" framework: Collaborators, Analysis, Relationships, Development, and Strategy
  • Practical tips for building lasting and effective relationships.
  • Using the "four F's" (First, Finest, Failure, Future) to connect with people around shared experiences
  • The value of seeking help, mentorship, and championing others


Cherilynn emphasizes that sales today is about connecting with buyers rather than being loud or convincing. She introduces the concept of becoming "too good to be ignored" in sales, showing how women can leverage their unique skills and superpowers to excel in the profession. She also discusses the importance of building relationships, empathy, and authenticity in sales, sharing practical tips on how to connect with clients and truly understand their needs.


Throughout the episode, she encourages women to embrace their inner brilliance, gain confidence, and overcome challenges, including handling rejection and hearing the word "no." She recommends the book "The Untethered Soul" by Michael Singer as a valuable resource for personal growth and self-discovery. Cherilynn's website and LinkedIn profile are highlighted as places where listeners can connect with her to access coaching sessions and valuable insights on sales, diversity, and more.


Connect with Cherilynn via the following: 

Email: info@cherilynncastleman.com

Masterful Selling website: www.masterfulselling.com

Website: www.cherilynncastleman.com 

Linked: https://www.linkedin.com/in/cherilynn-castleman-5758822 

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52 Weeks of Me is hosted by Jacklyn Osborne and Erika Brooks.
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