Emailing from Profile software, in my opinion, doesn't work, never has in my experience.  I am assuming that you are concerned about getting signatures on the T183 to enable filing, and you can work around this in two ways. First, if you e-mail the entire PDF return to the client, they can print, sign and scan the document back to you. Or you can do what I do, use Adobe Sign, to send the T183 to the client's e-mail address in the manner I described before.  The new version of Profile blocks part of the client's SIN.  Adobe Sign has a monthly subscription price, so you can cancel after tax season is over, and it meets the CRA requirements for electronic signatures.