by Jason Lemkin | May 11, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai, Sales
We’ve all been there, multiple times. It’s the end of the quarter. The deal is close but not closed. And the sales team pulls out the oldest trick in the book: “We’ll give you a discount if you sign by Friday.” It works sometimes. But...
by Jason Lemkin | May 11, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
Per the WSJ, OpenAI ran a tender offer last October. Over 600 current and former employees sold $6.6 billion in stock. Roughly 75 of them walked away with the full $30 million cap. The other 525 split the remaining $4.35 billion at an average of about $8.3 million...
by Jason Lemkin | May 10, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
Salesforce is a $42 billion a year business. It took 27 years to get there. Founded in 1999, it was the first cloud company to hit $1 billion in revenue, the first to hit $10 billion, and the first to pass $40 billion. It has 150,000+ customers across every industry...
by Jason Lemkin | May 9, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
A lot of you have said 10K isn’t a real VP of Marketing. Amelia and I disagree, but I asked 10K himself to share his answer after driving SaaStr this year to its first $10,000,000 in revenue (hence nickname “10K”) and driving every metric up from...
by Jason Lemkin | May 7, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
Amelia our Chief AI Officer put a real number on what AI Customer Success looks like in production. Not a vendor demo. Not a case study with made-up metrics. The actual math from running it for real, at scale, across 150+ sponsors and partners and eight figures of...
by Jason Lemkin | May 5, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
I just pulled the Replit bill for last month. Here’s what it cost SaaStr to run 10K (our AI VP of Marketing) and Qbee (our AI VP of Customer Success) for the month: Qbee: $159.55 10K: $94.51 Combined: $254.06 That’s it. $254.06 For Two AI VPs, One for...
by Jason Lemkin | May 4, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
Pretty wild milestone this week. We just crossed 1,002,048 startup valuations run through our free SaaStr.ai VC tools. Plus 4,423+ pitch decks analyzed. With 1,200+ active founders and 180+ VC partners now using the suite. All free. All built to give founders...
by Jason Lemkin | May 3, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
One of my favorite AI apps is Get Recall. I’ve used it constantly for almost a year to manage and transcribe all the videos we create and work with. It works. It’s cheap. It’s the kind of AI app that’s just become part of my daily workflow, the...
by Jason Lemkin | May 2, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
Every B2B CEO we talk to right now has some version of the same question. “How do we become more agentic? What’s the first move? Do we need a Chief AI Officer? A forward-deployed engineering team? An MCP strategy offsite?” The answer is simpler than...
by Jason Lemkin | May 1, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
Do leaders in B2B software still have moats in the Age of AI? Of course they do. You can see it plain as day in Gross Revenue Retention. The median GRR across B2B software is still around 90%. The best companies hold above 95%. When you have a $50k+ ACV, those numbers...
by Jason Lemkin | Apr 30, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
We just crossed a milestone I want to share because I think the data tells two very different stories depending on your situation. Our AI SDR setup (Artisan + Qualified working together) has sold 16% of all paid tickets so far. And that’s a full 17x what our...
by Jason Lemkin | Apr 29, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
We’ve now vibe coded 12+ apps into production at SaaStr. Some replaced things we were paying for. Some filled genuine white space where nothing existed. But two recent builds are different, because the implications go well beyond SaaStr. We built our own AI VP...
by Jason Lemkin | Apr 29, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
Welcome to the Winner-Take-All Reality of “AEO” Let me tell you exactly what happened. Last week I needed email inboxes for our AI agents. QBee, 10K, and the rest of the SaaStr agent stack all need to send and receive email, and Gmail is not built for...
by Jason Lemkin | Apr 28, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
There’s a running debate on social media and in the vibe coding world about lines of code. That too many lines means slop. Too few means you didn’t build anything real. Everyone has an opinion. Clearly, if you build in Replit/Lovable/vO etc without a...
by Jason Lemkin | Apr 28, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
Every year for SaaStr AI Annual, we have to distribute 4,000+ parking passes. That alone is a pain. But it’s worse than it sounds: There are 3 different parking pass variants (different lots, different access levels) Each pass has to be tied to a specific...