End-of-support OS migration risk letter

Published Sep 16, 2024 • Updated May 1, 2026

Overview

Clients defer OS upgrades until insurance or compliance forces change. A signed risk letter clarifies who owns residual risk when MSP flags EOS.

Contents

  • System inventory: hostname, role, EOS date, current patch availability status.
  • Threat summary: no security hotfixes, known exploit tradecraft.
  • Recommended path: upgrade, isolate, or replace—with cost range and timeline.
  • Residual risk acceptance signature from customer exec—not just IT manager if material.

Tone

Factual, non-alarmist; cite vendor lifecycle URLs; offer compensating controls (network segmentation, WAF-only exposure) if temporary.

Cadence

Resend annually if unchanged; log in CRM for renewal discussions.

Internal

Legal review template once per jurisdiction; do not guarantee breach immunity after signature—word carefully.

Ops tie-in

Automation flag tickets from unsupported OS automatically route to senior approval queue.

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