SaaS-focused media and events company founded by Jason Lemkin.
“Participants: Harry Stebbings (Host), Jason Lemkin (SaaStr founder/investor), Rory O'Driscoll (Scale Venture Partners)”
Source→“I had two of my fastest growing portfolio companies saying they already blew through their budget this year... None of my slowest growing companies have said that.”
Source→“If there is efficiency gains from AI across R&D and sales and marketing in particular, everyone's going to be doing 20% layoff just because it's 20% more efficient. My aha is this discussion and the last discussion are, in fact, the same discussion.”
Source→“54% of new enterprise logos came through a fully self-serve funnel (real ACV, real terms, real invoicing) without an AE, using Clay and Claude for qualification and Intercom Fin to guide the buyer journey.”
“Jason Lemkin at SaaStr shared how Anthropic rebuilt its commercial sales org from scratch in January 2026.”
“"It basically did everything short of hitting the send button... our AI VP of marketing, much like a true — true things I used to do as our VP of marketing, would segment the list, write the copy, identify the right folks. But also, he came up with this campaign." — Amelia Lerutte [00:05:42]”
Source→“"Having a chatbot on your website is not a replacement for actually fixing the problem... having that does not — that should not exclude you from actually backfilling support, from finding FDEs, from finding folks that know the product." — Amelia Lerutte [00:58:35]”
Source→“Qualified — AI-powered pipeline generation platform (Salesforce-native). Used by SaaStr for both sales and customer success routing. Cited as one of their best-performing autonomous sales agents.”
Source→“The parking pass system took 90 minutes to build and eliminated hundreds of hours of annual labor.”
Source→“Aaron Levy was on Harry Stebbins 20VC this week and said there's going to be a whole new category of $500K to $1M new year jobs for operators over the coming years.”
Source→“Agent Mail — YC-backed company providing pre-warmed email infrastructure for autonomous AI agent outbound. Jason discovered it via Claude recommendation, set it up in one minute, got immediate high deliverability to inbox.”
Source→“We pay more for Salesforce than we used to... We're down to a couple seats on Salesforce per se, right? Because our team is 20 agents, three humans. But we pay more for Salesforce than we used to.”
Source→“You've got to look at the DAUs and MAUs and WAUs. You've got to in the stealth churn area because if you're feeling all confident because your product's cheap so people don't... But look at those DAUs and WAUs because our DAUs and WAUs and MAUs are zero for Notion.”
Source→“Our AI sales team are third-party tools. We use Artisan, Qualified, Monaco, and Agent Force, right? Those are four. For the most part, those do run autonomously if we set them up, review the text, review the guardrails. They have then sent over 100,000 emails on their own.”
Source→“We're down to a couple seats on Salesforce per se, right? Because our team is 20 agents, three humans.”
Source→“Jason is someone who wants to work with a very lean team. He's doing more than when he had people on staff.”
Source→AI-extracted from podcast / newsletter / paper summaries. May contain errors.