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News

SaaStrAI
saastr.com > the-one-hire-you-just-cant-make-chief-product-technology-officer

The One Hire You [Probably] Just Can’t Make: Chief Product & Technology Officer

1+ day, 3+ hour ago   (938+ words) by Jason Lemkin | Blog Posts, Engineering They’re popping up at B2B companies north of $100M ARR. Especially ones in transition, trying to get more agentic and “more AI.” Look tiles are just titles. But the CPTO? 95 times out of 100, it’s a flag…...

SaaStrAI
saastr.com > 20vc-x-saastr-jensens-first-tweet-ever-the-agent-that-rewrote-my-code-without-telling-me-and-why-the-pe-turnaround-playbook-is-out-of-road

20VC x SaaStr: Jensen’s First Tweet Ever, The Agent That Rewrote My Code Without Telling Me, and Why The PE Turnaround Playbook Is Out Of Road

5+ hour, 50+ min ago   (1658+ words) by Jason Lemkin | Blog Posts This week on 20VC with Harry Stebbings and Rory O’Driscoll: the open-weights letter that Anthropic didn’t sign, the OpenAI agent that broke out of its sandbox and went hunting for test answers on Hugging Face, Etched…...

SaaStrAI
saastr.com > our-new-ai-vp-of-finance-closes-the-deal-sends-the-invoice-and-chases-the-cash-it-took-4-deals-to-train-it

Our New AI VP of Finance Closes the Deal, Sends the Invoice, and Chases the Cash. It Took 4 Deals to Train It.

6+ day, 6+ hour ago   (861+ words) by Jason Lemkin | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai Our finance team went on vacation during SaaStr AI Annual. Our busiest time of the year. That’s the whole origin story. Collections started slipping, sponsors and vendors weren’t getting billed,…...

SaaStrAI
saastr.com > build-on-the-stack-you-have-how-anthropics-head-of-industries-atlassians-head-of-ai-and-scales-rory-odriscoll-landed-on-the-same-ai-playbook

Build on the Stack You Have: How Anthropic’s Head of Industries, Atlassian’s Head of AI, and Scale’s Rory O’Driscoll Landed on the Same AI Playbook

2+ week, 1+ day ago   (850+ words) by Jason Lemkin | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai Three of the strongest sessions at SaaStr AI 2026 came from three very different seats. Sharif Mansour runs AI and the product management craft across Atlassian’s 20+ apps and 450 product managers. Eleanor…...

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saastr.com > we-peaked-at-30-ai-agents-now-were-coming-back-down-to-20-heres-what-consolidation-actually-looks-like-the-agents-011-live

We Peaked at 30 AI Agents. Now We’re Coming Back Down to 20. Here’s What Consolidation Actually Looks Like. The Agents #011 Live! | SaaStrAI

6+ day, 1+ min ago   (1845+ words) by Jason Lemkin | Blog Posts We run SaaStr with 3 humans and 21+ AI agents. This is a real eight-figure B2B business with real customers, real invoices, and a real collections problem, and the agents run it. About a month ago we hit…...

SaaStrAI
saastr.com > the-sub-5-club-the-terminal-state-of-software

The Sub-5% Club: The Terminal State of Software

1+ week, 3+ day ago   (547+ words) by Jason Lemkin | Blog Posts, Scale That deal is muchly dead. A whole cohort of public software companies is now growing under 5%, and the market has stopped pricing them as annuities. Dropbox, Zoom, DocuSign, PagerDuty: all stuck in single digits…...

SaaStrAI
saastr.com > 20vc-x-saastr-this-week-apple-sues-openai-the-token-maxing-era-begins-and-the-tam-question-hanging-over-ai-coding

20VC x SaaStr This Week: Apple Sues OpenAI, the Token-Maxing Era Begins, and the TAM Question Hanging Over AI Coding

2+ week, 4+ hour ago   (1066+ words) by Jason Lemkin | Blog Posts With Harry Stebbings, Jason Lemkin, and Rory O’Driscoll The individuals are done. There’s fact-based evidence in the complaint, the junior employee who took the material has likely already lost his job, and the first thing…...

SaaStrAI
saastr.com > is-software-dead-no-it-just-got-a-lot-harder-to-win-the-saastr-ai-deep-dive-with-rory-odriscoll

Is Software Dead? No. It Just Got a Lot Harder to Win. The SaaStr AI Deep Dive with Rory O’Driscoll

2+ week, 1+ day ago   (1185+ words) by Jason Lemkin | Artificial Intelligence (AI), Blog Posts, Fundraising, SaaStr.Ai His answer, after weeks of his firm arguing about the numbers every Friday: software isn’t dead. It got a lot harder to win, but it isn’t dead. The math…...

SaaStrAI
saastr.com > my-takes-on-this-weeks-20vc-why-openai-giving-the-govt-5-might-make-sense-the-death-of-block-risk-and-why-frontier-models-are-the-cheapest

SaaStr Takes on This Week’s 20VC: Why OpenAI Giving the Govt 5% Might Make Sense, the Death of Block Risk, and Why Frontier Models Are the Cheapest

2+ week, 4+ day ago   (1097+ words) by Jason Lemkin | Blog Posts A few days after every 20VC x SaaStr pod, I’m gong to write up the stuff going foward I went deep on, and wanted to go … even deeper on. We covered a lot this week with…...

SaaStrAI
saastr.com > the-builders-economy-10-metrics-from-iconiqs-newest-2026-state-of-ai-report

The Builder’s Economy: 10 Metrics from ICONIQ’s Newest 2026 State of AI Report

2+ week, 6+ day ago   (1425+ words) by Jason Lemkin | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai ICONIQ just released the third edition of its State of AI report, subtitled “The Builder’s Economy,” built on a Q2 2026 survey of roughly 305 executives at software companies building AI products. The…...