Letters

The hand-first lane. Notes starts from session exhaust and gets edited; a letter starts as Tom's own draft and gets structured. Same masthead, different origin.

• Aug 19, 2026 Approval was never one thing.

  A letter on building my own Steward to slowly earn the trust to use it, and what Intercom's real PR-approval experiment taught me about what 'approval' actually means.

• Aug 18, 2026 Someone has to be the squeaky wheel.

  A letter on why I'm building a dedicated skeptic into my agent workflow — and what happens when nobody's assigned to doubt the green checkmark.