I was able to reproduce this a few times by doing this: Start web2py: python web2py.py -a password -i 0.0.0.0 -N
Navigate to the admin app from another computer (important): http://192.168.1.10:8000/admin You will get the "admin is disabled" message. Now try to Control + C web2py. For me, it took about 30 seconds to quit.