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Artificial Intelligence (AI), Blog Posts
Anthropic’s IPO Puts ~$216 Billion in Employee Hands. Another $160 Billion Is Reserved for the Next Hires.
Anthropic's employees hold ~$216B of equity at the IPO price. Another $160B is reserved for future hires. 5,300 employees. ~$41M each on average. Every B2B founder now competes for talent against liquid ANT stock.https://t.co/lMJbuEJzEQ pic.twitter.com/T6hdBolVeU — Jason ✨👾SaaStr.Ai✨ Lemkin (@jasonlk) November 10, 2026 Anthropic’s amended S-1 is out, and most of the coverage is about…
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Artificial Intelligence (AI), Blog Posts, SaaStr.Ai, Sales
AI Startups May Have Fewer Sales Reps. But Not as a Percent of the Team. Has The Playbook Really Changed All That Much?
The common view for the past two years has been that AI-native companies reach $100M ARR with very small teams, that agents handle much of the selling, and that the traditional B2B sales org is shrinking away. Part of that holds up. AI-forward companies do run smaller go-to-market teams in absolute terms. ICONIQ’s State of…
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Blog Posts, Customer Success, Customer Success, Sales
Should You Visit More Of Your Prospects In Person? Almost Certainly
I remember the first customer I lost due to not showing up in person. They were a Fortune 50 customer. We did a CSAT survey, and every user loved us. The implementation was flawless. There were zero issues. And … we lost them at renewal. One thing that always works: meeting more customers IRL Be…
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7+ Tips On How To Build Your First Sales Team. When You Have Zero Experience Building One.
Dear SaaStr: How do you structure a sales team ... when you’ve got zero experience doing sales? Well, first go get some experience with sales. 🙂 At least, close the first 10 customers yourself. If you don’t, you’ll never have any idea how to do it. And the odds your...
Schmoozing Is Dead, Agents Are Hitting 120% of Humans, and Growth Is the Only Thing That Matters: 10 Things From the Closing Q&A at SaaStr AI Annual 2026
We just wrapped SaaStr AI Annual 2026, and the closing Q&A on Day 3 ended up being one of the most engaged of the whole gathering. No script, no prepared deck, just an hour-and-a-half of questions from the audience on the topics most on their mind....
Dear SaaStr: What Was the Toughest Rejection You Ever Had in Sales?
Dear SaaStr: What Was the Toughest Rejection You Ever Had in Sales? The hardest rejection I’ve had in sales was around renewals. Especially ones I thought we really had earned. But still lost. In particular, in the early days of EchoSign / Adobe Sign, we had a...
Dear SaaStr: What Is the Playbook for a Successful Customer Success Team?
Dear SaaStr: What Is the Playbook for a Successful Customer Success Team? A good playbook for customer success is all about driving retention, expansion, and customer happiness while making it scalable: Hire Truly Product-Savvy Customer Success Managers at First Focus...
AI at Scale: 8 Learnings from monday.com Co-Founder and Co-Ceo Eran Zinman
monday.com Co-CEO and Co-Founder Eran Zinman recently sat down with SaaStr CEO and Founder Jason Lemkin to share his insights on their journey, including how they’ve leveraged AI, maintained growth, and expanded into multiple product lines.
The 2025 SaaS Vibe Check: What Founders Need to Know Right Now with SaaStr CEO and Founder Jason Lemkin
SaaStr CEO and Founder Jason Lemkin did a vibe check into the state of SaaS, AI, venture funding, and the rollercoaster of building a business in 2025.










