Tom-OpenVPN wroteHi,
My question is, when i connect with OpenVPN through Squid with username and password auth, would be sent the password and the username in cleartext or not?
IMO you should post your question on Squid's mailing list.
Alternatively you may wish to surf to
https://lists.sourceforge.net/lists/listinfo/openvpn-users, subscribe to the mailing list and then re-post your question there.
You will get a response from the OpenVPN experts in no time.