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Hi, I'm a free user who is hosting his web app developed in Flask on pythonanywhere. I have implemented a mail system using flask mail and in my local app it works fine. The problem arises when I update the files and then reload the site on pythonanywhere, it gives me the error "Something went wrong". I can't figure out what the problem is and how to fix it, given the fact that locally, as I said before, everything works fine. Anyone know how to help me out? I use gmail as server on port 465

Start by looking in your error logs for tracebacks that you can use to start debugging.