Objective

Weekly drive-dedupe (scope=work). Mid-session Sam said: "12% free is not much, be more aggressive on freeing space."

What happened

1. Scheduled run aborted correctly. preflight.py exited non-zero. Root cause is environmental: the unattended Cowork bash sandbox mount permits file creation but blocks deletion (unlink/rm => Operation not permitted; rename/mv works). So execute_plan.py (deletes junk + same-folder dupes) could not run. Per the standing rule, did NOT execute. No user files touched by the scheduled run. Diagnostic probe litter was corralled (via mv) into a quarantine folder; Downloads/Documents stayed clean.

2. Sam present + Desktop Commander available => ran on host (deletes work). Disk survey found the culprit: a 56G ~/Library/Application Support/com.apple.wallpaper/aerials folder (113 Apple aerial-screensaver .mov files, OS re-downloads on demand).

Deleted (confirmed, host)

• com.apple.wallpaper/aerials — ~56G (App Support 127G→68G verified)
• com.wondershare.Installer — 1.7G (leftover; no Filmora app)
• Wondershare Filmora Mac support data — 3G (orphaned)
• Regenerable app caches — ~7.6G: Chrome on-device AI models (OptGuideOnDeviceModel 4.0G etc.), Chromium Service Worker/GPU caches (Comet, Chrome), Cursor caches, Code logs/caches, ~/Library/Caches/{Google, ms-playwright}. Profiles/cookies/history/WebStorage/Cursor snapshots left intact.

drive-dedupe cross-folder pass (host, QA-gated)

• Scan 54k files; QA 50/50 PASS. Execute: deleted 2,607 same-folder exact dupes + 206 junk (~140MB), staged 21,473 cross-folder dupes (~5.2G), 0 errors. Run dir: ~/Documents/Claude/drive-dedupe-runs/2026-06-01-113649/ with manifest.jsonl, manifest.md, rollback.sh.

Result

Free space 12.05% → 16.0% (~123GB → ~159GB). Aerial blocks are partly APFS-purgeable; full reduction surfaces after a reboot (no Data-volume snapshots; not pinned).

NOT touched (by design)

• Claude/vm_bundles/claudevm.bundle (21G): the single LIVE Cowork desktop-agent VM. Sam flagged "don't purge cowork work that needs saving." Deleting it would break this session. Safe reclaim = quit Claude desktop / reset agent env so the app rebuilds it.
• local-agent-mode-sessions (protected; scheduled-task MCP state).

Pending / follow-ups (no silent deferral)

1. Empty the 5.2G dedup staging at the run dir above once reviewed (hash-identical cross-folder copies; keepers remain in place). Frees ~5.2G.
2. Reboot at convenience to surface the full aerials reclaim in the free-space number.