LLM gotchas with Docker and AWS
AI is better at coding than DevOps
Insights & Perspectives
Thoughts on technology, strategy, and the future of business.
But wait...there's more to the ChatGPT Agent story
Follow up research
Impressions of ChatGPT Agent + o3-Pro
Can something be 'meh' and 'wow' at the same time?
Statistical Rigor in AI Agent Workflows
A ChatGPT Deep Research Report (i.e. I didn't write this but it's interesting)
Alt-tab is the devil
MCPs and the universal app
Please Please Me AI
A simple framework for adopting AI
Adding Observability to The Boston Wrongs
DevLog: 2025-05-16 - 2025-05-17
DevLog: Meme Mayhem with Agents
Does freedom of speech apply to AI? We'll find out
OpenAI Evals: Choosing a Model-Prompt Combination
Deep considerationMy last post, Using LLM-Structured Outputs for Routing, showed how to apply a classic software integration pattern to the new world ...
OpenAI Evals: Choosing a Model-Prompt Combination
Building an LLM-based router
Building Better Get Done!
DevLog
Using LLM Structured Outputs For Routing
Applying a classic enterprise integration pattern to AI engineering
Using LLM Structured Outputs For Routing
Choose your pathThe Router is a classic software design pattern that’s useful when building AI applications. It’s a way to triage user requests and se...
Possible Futures in Software
[I don’t like predictions and I don’t think much of soothsayers.
DevLog: Building the Da Phaq Chrome Extension
Companion Post to Vibe Software Production
Vibe Software Production
Using AI to build and launch a software product
Building an MCP Server over NIH's RePORTER API
Vibe coding for good
AI Fail: Trying to Package Cursor Journal in Electron
Summary: In-the-trenches experience with Claude 3.7 Sonnet and a tricky software deployment challenge. Spoiler alert - we couldn't get it to work.
20250309 - MCP for Mercury Bank
I wanted to get my feet wet(ter) with building MCPs and decided to make one for Mercury, my business bank.
20250307: Making Cursor DB MCP
(Written with Cursor Journal)
Building Cursor Journal: March 5 Update
March 5 Update
Building Cursor Journal…with Cursor
BackgroundCursor now holds the record for the fastest SaaS product ever to hit $100M in annual revenue (source). It did this by seamlessly integrating...
Cursor Journal
Project: Cursor Journal
My First Year With ChatGPT In Three Charts
OverviewIn 1844, the first telegraph message was sent which said, “What hath God wrought?”.In 1877, the first words ever recorded on phonograph were, ...
GPTs: Five First Impressions
First 5 GPTsTLDRIf you’re reading this, I probably don’t need to tell you about OpenAI’s “GPTs” — little ChatGPT-like applications you can make simply...
John Damask DevLog
A running tally of solo projects
Employee Search With OpenAI, Flowise, and LangChain
People search (image generated by Midjourney)If you read my previous article, you know that I have a Bostonian version of ChatGPT in Slack called W’ki...
The AI Collaborator: How I Teamed Up with GPT to Create W’kid Smaaht
W’kid Smaaht (logo by Dall E 2)Recently, I did what many other engineers have been doing: put ChatGPT inside Slack. And although there are many great ...