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Waypoint, our newsletter on AI and software engineering.
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- 17 August 2026Waypoint · Edition 8Members · freeFalse Creativity: When AI Generates Ideas Without Generating ThoughtAsk for ten ideas and you get ten in seconds, clean and presentable. That is exactly when to be wary: a model is very good at the plausible, and the plausible is sometimes the direct enemy of the original. The risk is not that AI lacks creativity, it is that it looks creative while quietly pulling teams toward the average.9 min
- 10 August 2026Waypoint · Edition 7To Patch or to Break: The Ever-Present Dilemma of Modern ITAn update is supposed to be good news, and often it is: it closes a known vulnerability before someone exploits it. It can also break a business integration at month-end closing. Patching too slowly exposes the company; patching without method can break it.8 min
- 3 August 2026Waypoint · Edition 6The Two Speeds: Why Faster Code Isn't Better CodeAI can generate code fast, but the data on AI-assisted development tells a more cautious story: more bugs per pull request, more security findings, and a controlled study where experienced developers were measurably slower, not faster.8 min
- 27 July 2026Waypoint · Edition 5The Objectivity of AI: Why AI Can Fail Even When It ObeysThe paperclip factory and the car wash paradox: two examples, one problem. AI doesn't become dangerous by being malicious: it becomes dangerous by optimizing the wrong thing.7 min
Waypoint checklist · free PDF
15 checks for your PostgreSQL database
Five read-only queries for a first look, then 15 checks, each with a query, a way to read the result and its source in the PostgreSQL documentation. A last page covers what ORMs often produce.
- 03Set lock_timeout before any ALTER TABLE
- 10Look for N+1 patterns
- 15Keep headroom under max_connections
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- 20 July 2026Waypoint · Edition 4Fable 5: Quality Comes at a PriceThe most powerful models think longer, and cost more. How the "effort" parameter, token burn and structured workflows change what it means to use AI well.8 min
- 13 July 2026Waypoint · Edition 3Code Agents: When AI Takes Center Stage in the ProjectCode agents no longer just suggest: they read, modify, test and open pull requests. A major shift, with real strengths, real weaknesses, and risks that teams cannot afford to ignore.8 min
- 6 July 2026Waypoint · Edition 2MCP: Connecting AI Agents to the Real WorldAI agents no longer just answer, they act. MCP (Model Context Protocol) is the USB-C port that connects them to your tools, and it's quietly becoming the standard. What it is, why it matters, and what it lets loose.7 min
- 26 June 2026Waypoint · Edition 1AI in the Age of Tokens: After the Hype, the BillGitHub Copilot is moving to pay-as-you-go token billing, the “Tokenpocalypse.” What a token really is, why the shift is happening, and what “AI FinOps” means for your team.6 min