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Agent
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3 entries01Writing
Why the Proactive Messages Read Like a Checkup2026-10-29The prompt said not to ask whether I had eaten, while the code filled a "meals" slot every day. I switched to a short greeting first with the real topic carried into the follow-up conversation, then taught the scheduler when to stay quiet.#Agent#Product#SchedulingReply Timing: How a Median of Eight Seconds Was Wrong2026-10-27Calibrating how long a role takes to reply against real chat logs, the first pass pooled more than a year of data and got the conclusion backwards. With the method fixed, it turned out the system was missing an entire middle tier.#Agent#Product#MeasurementThe Hard Part of Proactive Messages Is When Not to Send2026-10-16A proactive message is content the user never asked for, and the cost of failure is asymmetric: send one too few and nobody notices; send one too many and it’s an intrusion.#Agent#Product#Scheduling