[Bug] Sporadic failures: connectors unavailable, skills not loading, hooks crashing

Bug Description
Various stability issues:
Claude.ai connectors are sporadically not available in Claude Code.
Skills sporadically do not load correctly.
Hooks sporadically fail without any faiult from the hook (very basic bash calls).

Environment Info

• Platform: darwin
• Terminal: iTerm.app
• Version: 2.1.81
• Feedback ID: e5591bcc-44e2-49b9-8e98-5d1555934f12

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