What problem does it solve? Annual subscriptions, domains, and certificates renew invisibly for months, then charge as one large bill after the cancellation notice window has already closed. This Skill mines Littlebird screen capture, messages, and calendar data to surface everything about to auto-charge, sorted by the date you must decide by rather than the date you get billed. ## Core Features & Use Cases - Forward renewal calendar: Sweeps 120 days of captured renewal notices, expiry warnings, dashboards, and receipts plus a 13-month annual look-back, producing a dated calendar where every line carries an evidence receipt, confidence rating, and decision deadline computed as renewal date minus notice window. - Domain and certificate tracking: Treats domains and SSL certificates as a separate class ranked by blast radius, with correct lifecycle deadlines (redemption grace runs from deletion, not expiry) and no projection for certificates after the 2026-03-15 validity change. - Held drafts and weekly sentinel routine: Drafts cancel, downgrade, negotiation, and window-inquiry messages marked HELD FOR APPROVAL and never sent, and can create a weekly Monday routine that watches the horizon and escalates repeated items. - Use Case: Ask "what is renewing soon" and receive a calendar showing a domain expiring in 40 days at the top because its notice deadline already passed, plus a known-unknowns list of vendors you pay for with no renewal date found. ## Quick Start Ask the assistant to run renewal-sentinel and show everything renewing in the next 90 days with cancellation deadlines.
