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HTTP-01 validation times out on cloud-hosted IIS sites

HTTP-01 secondary validation times out on a cloud-hosted IIS site, so challenge requests from most validation centers never arrive.

Tier II · Emerging Problems that are still building up.

6 public reports · first reported 17 September 2026 · last reported 20 September 2026

Idea report · $9 · No contacts · All sales final

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What's going wrong

Website owners running Microsoft IIS on cloud servers report that Let's Encrypt HTTP-01 domain checks time out.

AI-assisted: written with the help of AI from the reports. The idea report has the full summary.

In the idea report

  • The full summary.
  • The products the 6 reports are about, and how many came each month.
  • Related problems.

No business has been found with this problem yet, so the report has no contacts. All sales are final — no refunds. Pricing.