The dashboard says the tunnel is down, your site won't load, and cloudflared service install seems to do nothing. These are the checks to run, in order.
I switched from a manually downloaded binary (~/Downloads/cloudflared.new) to the Homebrew one, then deleted the old binary. The tunnel died and reinstalling the service didn't fix it.
- The launchd plist still pointed at the deleted binary. launchd tried to run a file that didn't exist and gave no error. Nothing ran, so nothing was logged.
sudo cloudflared service install <token>left the old plist in place. So the old path stayed.