Grit

Guest: Clara Shih, CEO of Salesforce AI

In 2020, Clara Shih quit Hearsay, the company she founded and ran for 11 years; in hindsight, she says “I probably should have quit a little bit sooner.” But at the time, she cared a lot — too much — about what everyone else thought. “There's a lot of guilt around leaving initially and feeling bad for feeling bad,” Clara says. But her worries subsided when her replacement and former COO, Mike Boese, guided the company with “class and grace” to an exit: A $125 million+ acquisition just this week by Yext.

In this episode, Clara meets Joubin on the top level of Salesforce Tower to discuss Sarah Friar, AI “frenemies,” practice and discipline, quantifying hard work, burnout, turning off, Intercom, elite operators, “Serviceforce,” ChatGPT, hiring for hunger, kids and achivement, Thomas “TK” Kurian, Slack, David Schmeier, Juan Perez, Nvidia GPUs, Silvio Savarese and Frontier AI, Starbucks, and Sheryl Sandberg.

Chapters:
  • (01:04) - Apple’s OpenAI partnership
  • (03:18) - Organizing your life
  • (04:45) - Working smarter
  • (07:49) - Hindsight
  • (08:58) - Hearsay’s acquisition by Yext
  • (11:23) - What everyone else thinks
  • (14:25) - Productive worry
  • (17:27) - Coming (back) to Salesforce
  • (20:47) - Paranoia and immigrant hustle
  • (25:42) - Quitting
  • (26:39) - Meetings and infusing AI
  • (29:38) - Internal time savings
  • (31:48) - The Matthew McConaughey ads
  • (33:48) - Different horizons
  • (37:35) - France and sovereign AI
  • (38:46) - How Clara uses AI to keep up
  • (40:33) - Dis-intermediating Netflix
  • (41:27) - Who Salesforce AI is hiring
  • (42:05) - Advice from Howard Schultz and Marc Benioff

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What is Grit?

Grit explores what it takes to create, build, and scale world-class organizations. It features weekly episodes highlighting the leaders who are pushing their companies to make a difference. This series is hosted by Joubin Mirzadegan, go to market operating partner at Kleiner Perkins, a venture capital firm investing in history-making founders.