Unable to update plugins from Plugin Manager

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      Title: Plugin Update Center Fails in UI but Works via CLI Across Multiple AWS Accounts

      Description:

      We are experiencing a consistent issue across multiple AWS accounts and different Jenkins versions (including 2.479.3) where:

      • Plugin updates via the Jenkins web UI fail with a Connection reset error.
      • The same plugin updates work fine via the Jenkins CLI.
      • No proxy is configured at the OS or Jenkins level.
      • DNS resolution for updates.jenkins.io is consistent and correct.
      • TLS debug logging (javax.net.debug) set via the Script Console does not produce output, likely due to JVM initialization timing.
      • Restarting Jenkins with TLS debug flags shows handshake attempts but no clear failure reason.
      • The issue is reproducible across different Jenkins versions and EC2 instances in separate AWS accounts.

      Steps to Reproduce:

      1. Launch Jenkins on an EC2 instance (Java 17.0.16, Jenkins 2.479.3).
      2. Attempt to install or update a plugin via the web UI.
      3. Observe Connection reset error in logs or Script Console.
      4. Run the same plugin install via CLI (install-plugin) — it succeeds.
      5. Confirm no proxy is in use and DNS resolves correctly.

      Expected Behavior:

      Plugin updates should succeed via both the UI and CLI.

      Actual Behavior:

      Plugin updates fail via the UI with a Connection reset error, but succeed via CLI.

      Environment:

      • Jenkins versions: 2.440.x, 2.479.3
      • Java: 17.0.16
      • OS: Amazon Linux 2 / Ubuntu 22.04
      • Network: No proxy, direct internet access via NAT Gateway
      • AWS: Multiple accounts and VPCs

      Additional Notes:

      • TLS debug logs only appear when set at JVM startup.
      • DNS resolution and curl tests to https://updates.jenkins.io succeed.
      • Issue appears to be specific to Jenkins' internal HTTP client or TLS handling.

            Assignee:
            Unassigned
            Reporter:
            Michael
            Archiver:
            Jenkins Service Account

              Created:
              Updated:
              Resolved:
              Archived: