🐛Cloudflared Update ERR update failed to apply

[jjohnsonmc-mail]

Describe the bug On my customers computer that have slow internet connections I am not able to use the Cloudflared update to keep cloudflared up to date. The error message I am getting is: 2025-06-19T15:40:11Z ERR update failed to apply error="context deadline exceeded (Client.Timeout or context cancellation while reading body)" failed to update cloudflared: context deadline exceeded (Client.Timeout or context cancellation while reading body)

I did a speed test from https://speed.cloudflare.com/. Their upload is 1.41Mbs, download is 1.70 Mbs, Latency is 304 ms, Jitter 127 ms, and Packet Loss is 0%.

To Reproduce Steps to reproduce the behavior:

1. Open CMD as Administrator
2. Enter the Command, cloudflared update
3. then after a minute or so it gives me this error: 2025-06-19T15:40:11Z ERR update failed to apply error="context deadline exceeded (Client.Timeout or context cancellation while reading body)" failed to update cloudflared: context deadline exceeded (Client.Timeout or context cancellation while reading body)

If it's an issue with Cloudflare Tunnel: the Tunnel seems to be working fine.

Expected behavior could you make it to where there is a longer timeouts and have it try multiple times to do the cloudflaed update? I would expect the cloudflared update to work on slow internet connection but just take longer.

Environment and versions

• OS: Window 11 pro
• Architecture: Intel 11th Gen Core I7-11700T
• Version: Windows 11 Pro Version 24H2 Installed on ‎1/‎7/‎2025 OS build 26100.4349 Experience Windows Feature Experience Pack 1000.26100.107.0

Logs and errors 2025-06-19T15:40:11Z ERR update failed to apply error="context deadline exceeded (Client.Timeout or context cancellation while reading body)" failed to update cloudflared: context deadline exceeded (Client.Timeout or context cancellation while reading body)

Additional context Add any other context about the problem here.