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Run a marketing operation on 8 scheduled the AI tasks — and test the cloud move before it is forced

Charles Summers runs his demand-generation work on the AI: 8 scheduled tasks that drive HubSpot, Search Console, Gmail and LinkedIn through Chrome, backed by 578 local sessions and about 220 memory notes. Ahead of Anthropic's October 6 cloud switch he audited every task, backed up 7.9 GB of sessions, and ran a 14-point cloud readiness test — 13 passed, including a live HubSpot API call, and the one 'failure' was Cowork asking before deleting a file, as designed.

WorkPartly worked

He runs AI agents in parallel, and loose runs cost him a night

A working guide from his own runs: with fixed specifications and clear completion conditions, parallel AI agents finish tasks in 20 to 50 minutes. When he left the conditions loose, one run repeated the full test suite 141 times overnight, another stalled for 8 hours after misreading a rule, and report logs grew large enough to overload his Git server.

This only partly worked. Worth knowing before you try it.
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