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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.

How it works

  1. Audit all 8 scheduled tasks for what they touch (Chrome apps or local folders)
  2. Back up every local session and task prompt (7.9 GB)
  3. Set up a one-way mirror of the AI folders to Google Drive every 30 minutes
  4. Run a 14-check cloud readiness test: memory recall, folder read/write, live HubSpot API call via Chrome, Gmail, Drive, Slack and Search Console connectors, skill load
  5. 13 of 14 pass; the delete check 'fails' because Cowork asks first, by design

Why it’s worth knowing

His scheduled tasks were so embedded that a platform change forced a full audit — and the cloud version passed a live CRM call on the first test.

Where it’s from

Summarized from a public post on hackingdemand.com. See the original ↗

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