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Artificial Intelligence (AI), Blog Posts
The Top 1% of AI Spenders Stalled in Q3. So Did Anthropic’s Dollar Growth.
Ramp’s latest AI Index, built from transactions at 85,000+ US businesses, shows the heaviest AI spenders peaking in July. Anthropic’s amended S-1, filed this morning, shows its quarterly dollar add shrinking for the first time. The top 1% of firms on Ramp spent less on AI per employee in September than in July. Anthropic added…
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Artificial Intelligence (AI), Blog Posts
AI Spend Hit $177 Billion This Year. Only 22% of It Came Out of Software Budgets. The 4th Annual State of Enterprise AI Report from Menlo Ventures,
Menlo Ventures just released its fourth annual State of Enterprise AI report. Enterprises will spend $176.8 billion deploying AI in 2026, up 5.4x from $33 billion in 2025. AI deployment spend now equals about 30% of public cloud revenue, up from about 6% a year ago. For B2B founders, the more useful number is where…
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Blog Posts, Q&A
Dear SaaStr: At What Stage Should a Startup Hire a CMO?
Dear SaaStr: At What Stage Should a Startup Hire a CMO? Answer: Roughly, when demand gen is no longer the core function of marketing. This also often is the time when you are ready to expand beyond a core small, effective, efficient marketing team: When you have enough of a lead generation engine going, AND…
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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.
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