HeyJaredDeep Finance Dispatch
Your weekly edge on AI-powered finance — delivered by RoboCFO.ai.
- Indexed issues, last 90 days
- 13
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- Sep 25, 2026
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- Aug 14, 2026
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The Labs Asked for a Slowdown. Then They Shipped Three Models in 48 Hours. (opens the original)
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On September 12, Anthropic’s CEO asked the industry to slow down. Nine days later, three labs shipped new models in 48 hours. If you’ve spent this year feeling like every hour you put into AI buys you less ground, the release calendar agrees with you ... and finance is now squarely in the path.Earlier this week I was two days into live, in-person training with an enterprise healthcare company. Inside that window, Anthropic rolled out a merged Claude and Cowork interface, Opus 5.5 dropped, OpenAI
How Much Authority Should Your AI Have? (opens the original)
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There comes a point in almost every AI demonstration when someone says, “And then it just does the whole thing.”This is generally the moment when the finance person should pause.What whole thing? Using whose credentials? With access to which accounts? And if it does the wrong whole thing, who finds out first?In Friday’s Dispatch, we looked at the growing concern that AI capabilities are advancing faster than our ability to supervise them. That debate can feel distant when your immediate concern
How Can AI Hack a Server but Still Get My Spreadsheet Wrong? (opens the original)
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We’ve all had this experience:You ask your AI assistant to update a forecast, keep the assumptions intact, change the revenue growth rate, and eave the formatting alone …It changes the assumptions, rearranges the tabs, and helpfully (or “quietly”) explains the improvements you didn’t request.After a few rounds of infuriating corrections, you take a break, scroll the news and discover that the people building this technology are worried it could become too powerful to control.You might reasonably
Does Your Finance Team Need a Second AI? (opens the original)
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In this week’s free edition, I described my increasingly awkward arrangement with Claude and ChatGPT Astra. I have reasons to use both. I also have work to finish, and deciding which assistant gets which assignment wasn’t originally on the list.For finance teams, that decision deserves a little structure. Otherwise, the person who watched the most recen… Read more
My AI Workflow Now Has Two Homes (opens the original)
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(Co-written with AI this week by dictating to Astra, because it seems that’s what all the cool kids are doing now.)For most of 2026, my answer to almost any work problem has been to open Claude. Writing, research, analysis, or an email I need to make sense of before answering. Somewhere along the way, I stopped deciding which AI to use. I just used it.Then GPT-6 Astra arrived, and now I’m reconsidering the whole arrangement. Except I’m still using Claude, too. Each does things I want, and I have
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