
Inside a 4 Billion Dollar Company Using AI to Supercharge Sales | w/ Stevie Case | Lead Ep. 335
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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:
Jason Bay’s Cold Email ChatGPT Prompts
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