Im having problem when opening TOR, as I open it it says "Connected to bridge" I believe its having problems cause I tried to use TOR with a proxy in the past (if I remember correctly). It is the latest version that Im aware of.
Have you tried not using a bridge, or using a different bridge? It's possible that the bridge you were previously using is no longer available.
Without knowing what custom modifications you made to the browser to make it use a proxy, there is little information for us to help you get it working. If that doesn't help, download a new copy of Tor Browser and try starting it.
Edit: The solution ended up being to delete the application data manually, which on MacOS requires following the steps at https://tb-manual.torproject.org/uninstalling/