Inside a 4 Billion Dollar Company Using AI to Supercharge Sales | w/ Stevie Case | Lead Ep. 335
Update: 2025-09-16
Description
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:
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