E58: Replacing Your Sales Team with AI Agents (Jason Lemkin, Founder & CEO @ SaaStr)
Description
Jason Lemkin (Founder & CEO @ SaaStr) returns to talk about replacing his sales team with 20+ AI agents.
What you'll learn in this episode:
- Why Jason stopped paying six-figure SDRs who ghost—and what he built instead
- The 70,000 AI-sent emails that drove 15% of SaaStr London revenue
- How to pick your first AI tool (hint: do a 2-vendor bakeoff, not 10)
- Why Salesforce is suddenly the hub every agent needs
- The "incognito test" every GTM leader should run on their own website
(And a whole lot more!)
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Chapters:
00:49 Introduction and Jason's Investment Philosophy
04:07 Evaluating Founders and the "Why Now" Question
09:32 The Step Function Change in GTM AI
14:15 Managing Conflict Between Multiple AI Agents
17:43 Replacing Human Sales Teams with AI Agents
21:50 The Importance of Forward Deployed Engineers
24:57 The Terminal Decline of Mid-Pack Sales Roles
30:09 Finding the Internal GTM Nerd to Lead AI
34:15 Executives Must Roll Up Sleeves and Implement
46:22 Fixing Inbound and Support with Instant Answers
53:15 Why You're Failing To Source The Right Tools
57:27 Evaluating Incumbents vs. AI-Native Startups
01:02:41 The Salesforce Renaissance and Agentforce
01:09:45 Triple, Triple, Double, Double in the AI Era
01:15:28 Choosing Between High Intensity and Lifestyle Roles























