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We Ran an Email Deliverability Bake-Off Across 3 Vendors and 500,000+ Emails This Week. Our AI Agent Ran All of It.
We’ve run vendor bake-offs at SaaStr for as long as we’ve bought software. Everyone has. They used to look about the same every time. A few demos. A two-week trial. Someone on the team sends a few hundred test emails, checks the dashboards, and builds a spreadsheet. The decision then mostly comes down to which…
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Artificial Intelligence (AI), Blog Posts
SEO May Be Dead. Shopify Just Paid ~$100 Million for Shop.com Anyway.
The old SEO playbook is breaking. If your pipeline depends on Google sending you clicks, you’ve probably watched those clicks shrink over the last 18 months. We’ve seen it at SaaStr too, and I’ll share our numbers below. In the same year, Shopify paid what’s reportedly the most money ever spent publicly on a domain…
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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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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.










