Magically, after 3rd reboot with no changes to settings my mail was sent.
Very bizzare.

"Ron Pisarz, Jr." wrote:

> I have that check mark selected, and then the setting is set to use the same
> authentication userid and password as the incoming.
>
> "Frank Saunders, MS-MVP OE/WM" wrote:
>
> > "Ron Pisarz, Jr." <Ron Pisarz, Jr.@discussions.microsoft.com> wrote in
> > message news:49B0C810-B87A-4D44-B74E-3B1736F393AF@microsoft.com...
> > > Frank,
> > >
> > > You are correct Comcast does use port 587, but I have configured my
> > > Comcast
> > > account to use this port and still no luck sending email. I am able to
> > > receive.
> > >
> > > Here is the error message I receive:
> > > The connection to the server has failed. Subject 'Birthday present from my
> > > dad', Account: 'Comcast', Server: 'smtp.comcast.net', Protocol: SMTP,
> > > Port:
> > > 587, Secure(SSL): No, Socket Error: 10061, Error Number: 0x800CCC0E
> >
> >
> > Try putting a check mark for "My server requires authentication".
> >
> > --
> > Frank Saunders, MS-MVP OE/WM
> > http://www.fjsmjs.com
> > Answer in newsgroup. Don't expect an answer to email.
> >
> >