14 JAN 2026
David debugged: Traced why calendar agents were failing on new signups
David asked an investigation into the systemic calendar agent failures affecting every new signup, demanding empirical proof from production logs rather than surface-level findings.
After seeing calendar agent failure counts across multiple new user signups, David pushed for a real root cause:
go find out why the calendar agents are failing. go through each turn of the calendar agent for each run. i want to understand the exact reason why theyre failing. go do a deep investigation.
When the agent proposed shortening prompts as a fix, David refused:
create a fix plan for everything. i dont want to be shortening the prompts. investigate how batching works and whether the solution is to do smaller batches
He insisted on production-grounded evidence:
go investigate the stuff in track 5 before we implement. go onto the production logs and db and find out why those errors happened in those particular runs, and only come back when you have definitive causal proof from the LMS
The investigation ultimately found context window overflows from large prompt batches rather than model capability issues.