Sidekick Orchestration
// Insights / The Skim

The Sidekick Skim.

AI in 5 minutes. The plain-English read on where the industry is heading, for operators putting AI to work.

Decision-firstPlain English
Edition index

Browse the archive.

Every edition, in date order. Use this index instead of scrolling through a wall of cards.

2026

Cheaper AI Does Not Mean Cheaper Work

Luna's API price fell 80%, but list price is only one part of operating cost. Measure accepted outputs, review time, retries, integration, and operating complexity before you move a workflow.

1 min read

AI This Week: Retry Failed AI Work and Check Who Owns Your Chatbot

Anthropic released a more capable model at the same price, Europe published final transparency guidance ahead of an August 2 start date, and another week of security reports pointed to the integrations around AI rather than the model itself. Here is who should act, what to ask, and what can wait.

4 min read

AI This Week: Stop Waiting on Roadmaps and Check Your Browser Agents

Google's next Gemini is reportedly delayed, researchers found a live exposure in Claude for Chrome, and a cheaper model narrowed the price gap. Here is what changed, who it affects, and what was worth doing during the week covered.

3 min read

AI This Week: Check Your Microsoft Renewal and Patch Self-Hosted AI

GPT-5.6 became broadly available in three price tiers, Microsoft raised US list prices across most business plans, and a security vendor described an AI-run ransomware operation that entered through an unpatched framework. The practical work is model selection, renewal math, and patch ownership.

3 min read

AI This Week: The Models Came Back, With Washington Holding the Key

Claude Fable 5 returns from its government shutdown, GPT-5.6 arrives in a government-approved preview, Sonnet 5 reprices agents, and Copilot lands in every Microsoft small-business plan. What it means for your stack and your bill.

6 min read

AI This Week: Open Models Close the Gap

GLM 5.2 takes the design-taste crown at a sixth of the cost, Claude Fable stays offline by government order, and Anthropic becomes the most valuable lab. What it means for the tools you choose.

5 min read
// Get the next edition

Get the next Skim.

New editions by email when they clear the evidence and usefulness checks.