ExpirePilot

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ExpirePilot is document expiration tracking software for small and mid-sized businesses. It keeps licenses, certifications, certificates of insurance (COIs), contracts, permits, leases and software renewals in one place, and sends automatic email reminders before anything expires. If something is still overdue, reminders escalate to managers and owners. Teams can add documents by hand, import a spreadsheet, or upload a PDF or photo and let AI scanning fill in the details. Vendors and employees get secure upload links to send renewed documents themselves. ExpirePilot also includes file storage, a calendar feed for Google, Outlook and Apple Calendar, a reminder log with email opens and clicks, team roles (Owner, Admin, Member, Viewer) and audit-ready reports in Excel, CSV and PDF. There’s a free plan, and paid plans start at $15/month. Every plan includes unlimited free view-only users and a 14-day free trial with no card required.