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Blog Posts, Scale
$1 Billion ARR Is the New $100 Million. The Public B2B Companies Below It Show Why.
When I was a B2B CEO, $100M ARR was the line. If you got there, you couldn’t be killed. Your brand put you on every shortlist. A new entrant needed years to match your feature set. Renewals from your installed base funded the next product. Competitors could out-raise you, but they couldn’t out-ship years of…
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Artificial Intelligence (AI), Blog Posts
A Great B2B Agent Doubles Your ACV. Most AI Features Don’t Move It at All.
This week one of our portfolio companies launched its first real agent. It’s a vertical software company at about $30M ARR, growing well, with a loyal base and a sales-led motion. The agent doubles ACV. There’s no free version. In the first week, 3% of the customer base bought it. I think that’s what a…
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Blog Posts, Career Growth & Advice, Q&A
10 of The Toughest Lessons in Building a B2B Startup. Or Any Startup.
Dear SaaStr: What Were Some of the Toughest Lessons You Learned About How to Build a Successful B2B Business? Some of the toughest lessons I’ve learned … and continue to re-learn: Even very talented co-founders may leave. You need to also make sure they are 110% committed. More here. Very mediocre VPs and CXOs are…
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Dharmesh Shah, Co-Founder & CTO, HubSpot
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Popular Videos
Popular Posts
Popular Q&A
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.
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