The World’s Largest Community for B2B + AI Software
Share. Scale. Learn.
The Latest in AI + GTM
The Latest in AI + B2B
Deep Dives
Popular Posts
The Latest
Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
Everyone Should Publish the Deepest, Most Direct Competitive Evals They Can. Case Study: $100m ARR Gorgias for AI CX
Everyone should publish the deepest, most direct competitive evals they can Will there always be some bias? Yes But @gorgiasio did it the right way in ecomm CX: 👉Open-sourced the whole harness👉8,356 live conversations, 18 vendors👉#1 in support, but they show Yuma… pic.twitter.com/nxajajk3Qc — Jason ✨👾SaaStr.Ai✨ Lemkin (@jasonlk) September 25, 2026 Every AI vendor in…
Continue Reading
Blog Posts, Hiring, Marketing, Sales
I Hired My VP of Marketing at $20k MRR. It Wasn’t a Week Too Early.
"Once you have any customers at all, hire a head of marketing. You really can't hire a VP of Marketing too early. If they just get you another 20%-50% leads, they'll more than pay for yourself. But that doesn't mean hire someone junior that can't own it." pic.twitter.com/PFayptO0Nq — Jason ✨👾SaaStr.Ai✨ Lemkin (@jasonlk) September 16,…
Continue Reading
Blog Posts
Anthropic Pushes Its $2 Trillion IPO to November, Meta’s Muse Hits #1, and a $40M Seed for a Model That Doesn’t Talk: The Latest 20VC x SaaStr
With Harry Stebbings, Rory O’Driscoll and Jason Lemkin This week’s 20VC x SaaStr covered a lot. Anthropic moved its IPO back a month. OpenAI’s internal forecast put total burn through 2030 at $278 billion. Meta shipped the first consumer AI product that competes head-on with ChatGPT and added about $100 billion in market cap in…
Continue Reading
CRO Confidential
More Amazing Stuff
SaaStr University
Match with investors perfect for your stage and analyze your pitch deck
AI Mentor
AI Mentor
Help with any issue
Get instant advice from 'Digital Jason' on 20M+ of B2B expertise
Free Workshops
Free AMAs with the top VCs, CROs, CMOs and More!
"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 Videos
Popular Posts
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
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.
Dear SaaStr: Can an Entrepreneur Back Out of a Signed Term Sheet Without Damaging Their Reputation?
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...
Popular Podcasts
Popular Posts
