Get a gmail account and set all the Outlook email accounts on your laptop up to use smtp.gmail.com for outgoing email. Your incoming POP3 can still be account-specific, but with all outgoing email being sent through gmail you can send from any account from any location because you're authenticating with gmail.

>I am wondering if this has happened to you as well.
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>I travel and stay at a hotel. Ok, everyone has done that before. Now, we need to use our laptop and read/send our emails. Ok, in our business, this is usual stuff. Most of us use Outlook instead of Web mails. Well, I guess we can see many advantages in using such a program to handle our emails. But, this is not a Web email. So, we need to adjust the smtp to use the one of the local carrier. That would then be the one of the hotel, for example. So, that could smtp.bellaliant.com, smtp.videotron.com, etc. And, then we are usually ok to send and receive emails.
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>Well, this is good for as long as the carrier doesn't require the "My outgoing server (SMTP) requires authentication" option to be checked. Well, in this case, Rogers has done it. They are now forcing their customers to go secure. Wow, now in a Best Western hotel, using Rogers as the provider, their customer are now subjected to that condition. And, then, of course, the hotel staff has no idea about any guest account we could use. As, when we check that option, we need to have and know the authentication information for such an account.
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>I guess this is the new wave. So, all carriers will now force their smtp client to go secure.
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>Of course, many of us have a Web email account and use it when traveling. But, what about those who do not have one and those who prefer to use Outlook for its functionalities that are needed in our daily business needs.
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>I am sure someone else also ran into that situation before?