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Re: Weird behavior of my server

I believe so, I always run it with sudo

That should solve the permission issue in binding to a prviledged port.

"Could not bind to port 443: Permission denied

Do "netstat -apn |grep 443" and see if something else is already listening there. You might have installed apache-ssl or some such, and it started itself.

IMHO, it's better to run tor unprivileged (and chrooted if you're really paraniod), and use xinetd or ipfw to forward the packets from 80/443 to something else (the wiki provides instructions on how to do this).