#HTTPS to app hosted on Windows Device Not Working

1 messages · Page 1 of 1 (latest)

sleek stratus
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Hi there, I'm trying to set up HTTPS on Tailscale for a device running Windows that also hosts certain services like Radarr/Sonarr - I've enabled HTTPS and used command prompt to run the tailscale cert command and confirmed a cert exists, but when trying to navigate to the HTTPS fully qualified domain name for Radarr or Sonarr I get an SSL error (SSL_ERROR_RX_RECORD_TOO_LONG)

Any ideas if I'm missing a step to ensure the cert is in the right place / being used?

swift bone
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Hey 👋 did you also run tailscale serve …? You’re going to want to make sure your serve config is correct, and that the services on your PC are attached to the main network interface (sometimes called host network). You’ll then load those services by <PC Tailnet FQDN>:<HTTPS port of service>.

For example, my TrueNAS server is andromeda.folk-artichoke.ts.net. To access Radarr it’s andromeda.folk-artichoke.ts.net:30025

sleek stratus
# swift bone Hey 👋 did you also run `tailscale serve …`? You’re going to want to make sure y...

Thanks for your reply! I am pretty new to this, so please excuse my ignorance. I ran:

tailscale serve https://localhost:7878

This was successful, but then I realized that navigating to https://localhost:7878 on the device locally doesn't even work. Neither does accessing via the method you suggested (media-pc.ison-banded.ts.net:7878)

So I am wondering if I might be trying to access Radarr via HTTPS incorrectly to begin with. I get the same SSL error from the browser. Navigating to http://localhost:7878 still works normally and Radarr comes up right away.