by Jason Lemkin | May 26, 2026 | Artificial Intelligence (AI), Blog Posts, Sales
At SaaStr AI 2026, Kyle Norton, CRO of vertical AI leader for restaurants Owner.com, walked through how his team is generating outcomes that look almost impossible on paper for traditional B2B. Owner sells vertical AI to independent mom-and-pop restaurants (think...
by Jason Lemkin | May 26, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
So I spent the other day writing a fairly dark post about how most traditional B2B leaders will slowly atrophy to nothingness. Maybe seven survivors, everyone else decays, Medallia as the cautionary tale, but just one of many: Medallia Is Just the Opening Act: 12+ PE...
by Jason Lemkin | May 23, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
Here’s the exact prompt I typed into Replit the other day “ok i have an idea where we built a new speaker card page, where if you upload a headshot, we build you a 1080×1080 card on a background you pick from (one is attached) and show your headshot...
by Jason Lemkin | May 22, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
For our entire careers in tech, the standard management test has been: “Given what you know now, would you hire this person again?” It’s a decent HR framework. It forces honesty. If the answer is no, you have your decision. But in 2026, the question...
by Jason Lemkin | May 21, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
When Claude Opus 4.6 shipped in December 2025, Anthropic’s commercial team came back from winter break to find demand had gone vertical. They hadn’t hired for it. They hadn’t planned for it. As Eleanor Dorfman, Anthropic’s Head of Industries...
by Jason Lemkin | May 21, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
ICONIQ just released their latest 2026 GTM benchmark report, surveying 150+ B2B software companies in January. The findings line up with what we’re seeing in our portfolio, what we saw at SaaStr AI Annual 2026, and what we’re doing inside SaaStr itself....
by Jason Lemkin | May 20, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
Most of the discussion about AI agents in B2B right now treats the agent as a feature you ship: a chat box, a copilot, a magical button inside your product. That framing has been throwing people off, including me, for the past year. What’s actually working at...
by Jason Lemkin | May 19, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
Live now: saastr.ai/api-report-card When we shipped the AI Agent API Report Card a few weeks ago, we had 75 B2B APIs graded and a hunch this was a tool builders had been quietly waiting for. A few weeks in, the numbers tell the story: 144 APIs graded. 4,521...
by Jason Lemkin | May 18, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
I put this chart together for my SaaStr AI Annual opener last week. Of the 5 things we kept hearing through 2025 and through Q1 2026, and what we’re actually seeing now that the agents have shipped and the budgets have hit. #1. “Everyone will vibe-code...
by Jason Lemkin | May 17, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
This has led to office fights, drama, accusations, finger pointing, and more since the dawn of B2B software. Growth decelerates. The board asks tough questions. And then the blame game starts. The VP of Sales says the product isn’t competitive enough The VP of...
by Jason Lemkin | May 16, 2026 | Artificial Intelligence (AI), Blog Posts, Marketing, SaaStr.Ai, Sales
If you haven’t heard of 10K: it’s our AI VP of Marketing at SaaStr, built on Replit. We tried to buy something that did what we needed — an AI agent that could actually orchestrate marketing, not just write mediocre content — and couldn’t...
by Jason Lemkin | May 13, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
We’re hiring a hands-on, driven human marketing exec who loves AI and loves running campaigns. To report directly to our AI VP Marketing, 10K. "We're hiring for a Director of Digital Marketing. 6 figure salary. Mostly remote. And … you'll be...
by Jason Lemkin | May 12, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
Amelia and I just shipped Episode #005 of The Agents. Same setup as always: three humans, 21+ agents, revenue went from -19% to +47% YoY, and every week we talk about what’s actually working, what’s breaking, and what you should do about it if you’re...
by Jason Lemkin | May 12, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr Insider Series
New Enterprise Technology Research data, reported by the Wall Street Journal today, shows how enterprise AI adoption has shifted over the past twelve months. The percentage of enterprises currently using AND planning to continue using each model: Source: Enterprise...
by Jason Lemkin | May 12, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
It’s not enough to be a “people person” anymore. Not even close. Here’s a test I want every sales leader to try right now: Upload your company’s pitch deck, product documentation, and competitive battlecards to Claude or ChatGPT. Then ask...