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#500 - Inside a 4 Billion Dollar Company Using AI to Supercharge Sales | w/ Stevie Case

#500 - Inside a 4 Billion Dollar Company Using AI to Supercharge Sales | w/ Stevie Case

30 Minutes to President's Club | No-Nonsense Sales

September 16, 202541m 15s

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Show Notes

Stevie Case breaks down how she’s building one of the most advanced outbound sales machines in SaaS—balancing AI-driven efficiency with human-first selling to achieve conversion rates that beat inbound.


🎙️ ACTIONABLE TAKEAWAYS:

  • Reverse-engineer ICP using AI and enrichment to find signals and stack-rank leads
  • Keep outreach human-first by using AI for prep but letting reps drive conversations
  • Build feedback loops with AI scoring while managers set coaching standards
  • Continuously refine by feeding win/loss data back into the prospecting engine

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STEVE’S PATH TO PRESIDENT’S CLUB:

  • CRO @ Vanta
  • Vice President of Sales @ Twilio
  • Vice President of Sales and Growth @ Layer

RESOURCES DISCUSSED: