Here’s everything we covered on the lightboard when Nick Isaacs walked me through how Datadog’s LLM-powered monolith migration agent works. Fun!

Read the full board notes here: gist.github.com/wiggitywh…

A color-corrected lightboard covered in a handwritten workflow diagram showing the 13-step LLM-powered migration process. Sections include "Gather + Plan," "DO THE THING! Execute the Plan," a Verification Process loop, "Code review by GPT5," "Address discrepancies," and the final steps through "HUMAN REVIEW" to "MERGED & DEPLOYED!!! HUZZAH!!!" The board also shows "Room for Improvement" and "What's Good" columns on the right.