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20VC x SaaStr is Back!! Tokens Over Humans, the End of the SaaSpocalypse, and the Trillion-Dollar Land Grab
Jun 4, 2026
The latest 20VC roundtable with Harry Stebbings, Rory and Jason ran through nine of the biggest stories in B2B and AI right now. Anthropic filing to go public the same week it closed a $65B round. Cognition at $26B. The best public software earnings week in two years....
What Lovable, Harvey & Assembly AI Are Doing in Customer Success. That You’re Not
Jun 4, 2026
The fastest-growing companies in B2B + AI are not running the customer success playbook the rest of the market spent a decade building. At the FDE / CS Summit at SaaStr AI Annual 2026, leaders from the companies setting the pace got specific about what they've thrown...
Announcing The New SaaStr AI University: Our Best Playbooks, And 4 Free Courses. We’ll Get You AI Fluent.
Jun 4, 2026
For 13 years, we've published 4,000+ posts, run hundreds of sessions, and shared just about everything we've learned about building B2B and now B2B + AI companies. But it's mostly scattered. A post here. A video there. A deck from three years ago you could only find...
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20VC x SaaStr is Back!! Tokens Over Humans, the End of the SaaSpocalypse, and the Trillion-Dollar Land Grab
By Jason Lemkin | June 4, 2026
The latest 20VC roundtable with Harry Stebbings, Rory and Jason ran through nine of the biggest stories in B2B and AI right now. Anthropic filing to go public the same week it closed a $65B round. Cognition at $26B. The best public software earnings week in two years. And a budget fight that is going…
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Artificial Intelligence (AI), Blog Posts, Customer Success, SaaStr.Ai
What Lovable, Harvey & Assembly AI Are Doing in Customer Success. That You’re Not
By Jason Lemkin | June 4, 2026
The fastest-growing companies in B2B + AI are not running the customer success playbook the rest of the market spent a decade building. At the FDE / CS Summit at SaaStr AI Annual 2026, leaders from the companies setting the pace got specific about what they’ve thrown out and what they’ve replaced it with. The…
Continue Reading
Blog Posts
Announcing The New SaaStr AI University: Our Best Playbooks, And 4 Free Courses. We’ll Get You AI Fluent.
By Jason Lemkin | June 4, 2026
For 13 years, we’ve published 4,000+ posts, run hundreds of sessions, and shared just about everything we’ve learned about building B2B and now B2B + AI companies. But it’s mostly scattered. A post here. A video there. A deck from three years ago you could only find if you knew it existed. So we fixed…
Continue Reading
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"SaaStr is the largest community of people who like enterprise software on the planet. It’s a great community of people trying to build companies and learn from one another. It’s pretty amazing to see."
Aaron Levie, CEO and Co-Founder of Box

"If you really want to be good at building up your company, read SaaStr."
Eric Yuan, CEO & Co-Founder of Zoom

"SaaStr is the undisputed thought leader in how to build SaaS businesses. Jason is legendary."
Lew Cirne, CEO of NewRelic

"SaaStr is the undisputed thought leader in how to build SaaS businesses. Jason is legendary."
Lew Cirne, CEO of NewRelic

"SaaStr has pulled the entire SaaS community together in a powerful way."
Scott Dorsey, CEO of ExactTarget

"SaaStr is definitely the largest collection of people who like enterprise software — on the planet."
Aaron Levie, CEO and Co-Founder of Box

"SaaStr’s all about helping the younger founders be successful."
Phil Fernandez, CEO & Co-Founder of Marketo

"SaaStr is my peeps."
Dharmesh Shah, CTO of Hubspot
Popular Q&A
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
May 17, 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?
Oct 26, 2025
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?
May 10, 2025
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
Feb 28, 2025
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
Feb 19, 2025
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.
Dear SaaStr: Can an Entrepreneur Back Out of a Signed Term Sheet Without Damaging Their Reputation?
Dec 9, 2024
Dear SaaStr: Can an entrepreneur back out of a signed term sheet without damaging their reputation? In my experience — Yes, probably. As a founder, you can back out of a term sheet if something is off, or even if you just get another offer you prefer. There is a lot...


