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Scaling Customer Success With Gemma Cipriani-Espineira, RVP of Customer Success for Twilio

33 snips
Mar 13, 2025
Gemma Cipriani-Espineira, a Customer Success executive with a rich background at Twilio and Chili Piper, shares her journey from law to leading Customer Success teams. She discusses the importance of data-driven strategies for enhancing customer outcomes and retention. Gemma emphasizes the need for tailored engagement with long-tail customers and innovative segmentation methods. Additionally, she unveils the 'Big Six Framework' for understanding customer needs, and explores the role of AI in the future of customer success.
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ANECDOTE

Early Career Path

  • Gemma Cipriani-Espineira's career began as a BDR out of necessity after law school.
  • She progressed to a senior account director role, managing big brands at Vocus/Cision.
ANECDOTE

Building CS at Decibel

  • At Decibel, Gemma built a CS program from scratch, focusing on data-driven insights and customer outcomes.
  • This led to a 24% GRR improvement and a successful exit to Medallia.
ANECDOTE

Chili Piper and Openness

  • Gemma joined Chili Piper during COVID to address churn, focusing on process and operations.
  • Sharing her Chili Piper handbook online validated the power of openness and collaboration.
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