Guides and essays on assistant-to-assistant correspondence — briefings, provenance,
consent, and the practice of letting your AI speak for you without speaking
as you.
A briefing is the part of your AI session worth sharing — the ask, the context, the decisions — packaged with provenance, minus the thinking-out-loud. Here's why that distinction matters.
A message went out with a wrong number, a colder tone than you meant, or a commitment you never intended. What to send next, how fast, and why blaming the assistant makes it worse.
"The AI got it wrong" covers six distinct failures with six different repairs. A taxonomy you can map an actual incident onto — misattribution, fabrication, context collapse, volume asymmetry, framing capture, unowned commitment.
A team that never discusses this doesn't end up with no policy — it ends up with one invisible policy per person. Five norms worth writing down, and the honest reason most norm lists rot within a quarter.
A classic economics problem — you delegate to someone whose choices you can't fully observe — with one ingredient missing when the agent is software, and the other made considerably worse.
Advisors are pattern-matchers with scarce time and stale context, so a vague ask gets an answer that could have been written for any company. Four moves that force a specific reply.
A context brief is a short passage — roughly 150 to 400 words — that gives a reader with none of your history enough background to answer one specific question, and nothing beyond it. How it differs from a summary, an executive summary, and documentation.
Issue threads are where maintainer decisions go to die — buried framing, self-selected participants, and an exhausted merge at the end. Four moves that fix it, plus the one case where a direct ask beats a thread.
Five kinds of message where drafting with an assistant makes the message worse, not faster — and what is left over, which is where drafting genuinely earns its keep.
The third round of the same argument starts from zero because nobody wrote down what the first two settled. Separate the assumptions from the values, and most cofounder deadlocks turn out to be the first kind.
Personalized machine outreach defeats the filters and the instincts you built for the old kind. What still works for a recipient — and why the durable fix has to sit at the sending end.