Salesforce's Jessa Jennings is the Vice President of Sales Performance Management for Commercial & Enterprise in North America. Throughout her more than 14-year career with Salesforce, she's held many titles including the first female regional vice president at Salesforce Canada. 

She joined Jody to talk about her early days at Salesforce as the only female seller in the room, how one pitch competition changed the entire trajectory of her career, and what it takes to sell tech in 2023. 

Key Moments

(00:00) Intro
(01:46) Being the only woman in the room at Salesforce
(05:24) The sales competition that changed Jessa's life
(08:30) Building a new category at Salesforce
(10:42) Selling tech in a tough economy
(13:48) Why pipeline dies at discovery
(18:05) Nailing an education-led sales motion
(23:12) Selling in 2009 vs 2023
(25:54) Jessa's advice to other sales leaders
(28:16) How Jessa defines winning today

Host: Jody Geiger
Production: Grayson Ottenbreit

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