Thinking out loud

Blog

Two blogs, one desk. Cybersecurity for the people who carry the risk, and building real things with AI for the people who want to. A third, for writers, is on the way.

For boards and executives

Cybersecurity

Thirty years in the field, applied to this week's breach, patch, or regulation. What it means for the people who sign the risk acceptance form.

Latest The firm that holds your secrets just became the target October 2026 All 115 posts →

For makers

Creating with AI

Essays, free tools, and lessons from building real things with Claude — books, software, and the occasional poker app.

Latest $24,000 and two weeks October 2026 All 37 posts →

For writers

Writing with AI

Your voice on the page, with Claude as the assistant and never the author. Starts when Writing with Claude ships.

Coming soon

Latest

New This Month

October 2026 · Cybersecurity

The firm that holds your secrets just became the target

Silent Ransom Group claimed $207M from 27 law firms without encrypting a file. What the leaked chats reveal about advisor risk and what boards should ask this week.

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October 2026 · Creating with AI

$24,000 and two weeks

A developer spent $400K and five months trying to port the TypeScript compiler to Rust with other AI models. Then Claude did it from scratch in two weeks for $24K. What this means for builders.

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October 2026 · Cybersecurity

The vendor who "never pays ransoms" allegedly paid them all

Federal prosecutors allege MonsterCloud secretly paid ransoms while billing clients millions for proprietary recovery. What boards should ask about IR vendors before an incident.

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October 2026 · Creating with AI

Your AI just started showing you ads

OpenAI announced visual ads inside ChatGPT’s image generator. When your creative partner becomes an ad platform, the relationship changes. Here’s what it means for builders.

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October 2026 · Cybersecurity

The back door was never locked: what South Korea's bank breaches say about AI-speed attacks

South Korean regulators suspect AI-assisted attacks hit multiple banks through employee-facing side doors. Compliance passed. Attackers still found the weak points.

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October 2026 · Creating with AI

The cost of intelligence keeps falling

Sonnet 5.5 is 30% faster and 30% cheaper while outperforming its predecessor at coding. Opus 5.5 costs 40% less than Opus 5. What the relentless drop in AI costs means for creators and builders.

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