First Principles GTM: Scaling PLG, Sales-Assist, and the AI-Powered Revenue Machine with Gaurav Agarwal

Jeff sits down with Gaurav Agarwal to unpack how first principles thinking helps leaders build repeatable growth without falling back on stale playbooks. They dig into the mechanics of a revenue machine, generate demand, close demand, grow customers, and how ClickUp has evolved from pure PLG to sales-assist and into true sales-led growth.

Gaurav also shares a sharp POV on AI agents: where they drive real productivity, why “more output” can create misalignment and “slop,” and what operators must do to keep teams (and agents) pulling in the same direction. If you’re navigating GTM strategy, annual planning, or the AI era of execution, this one’s packed with frameworks you’ll actually use.