Problems sending emails via outlook 6 or 2000

30 Oct 2007 5:26 PM

PV

Hi,

I've recently installed SBS2003/SP2 and i'am having problems sending emails
via outlook express or 2000.

When user access via OWA, no problem sending emails or reading them.

Via Outlook, e can receive via POP3, but when sending email, keeps asking
for username/password.

SMTP requires autentication, and i've checked that option on outtlook, but
still no luck sending emails, keeps asking for username and password and if i
type the same of POP3... keeps asking and dont send email

In outlook 2000 when testing account definitions, all ok, except the SMTP,
cant send email.

any help will be appreciated,
PV

30 Oct 2007 9:09 PM

Ed Crowley [MVP]

You must configure your SMTP virtual server to allow relaying by
authenticated users. Then your clients must authenticate the same way they
do for the POP3 connection.

--
Ed Crowley
MVP - Exchange
"Protecting the world from PSTs and brick backups!"

Show quote

"PV" <P*@discussions.microsoft.com> wrote in message
news:2C6CA92A-7656-4306-BBF1-0021B76332C9@microsoft.com...
> Hi,
>
> I've recently installed SBS2003/SP2 and i'am having problems sending
> emails
> via outlook express or 2000.
>
> When user access via OWA, no problem sending emails or reading them.
>
> Via Outlook, e can receive via POP3, but when sending email, keeps asking
> for username/password.
>
> SMTP requires autentication, and i've checked that option on outtlook, but
> still no luck sending emails, keeps asking for username and password and
> if i
> type the same of POP3... keeps asking and dont send email
>
> In outlook 2000 when testing account definitions, all ok, except the SMTP,
> cant send email.
>
> any help will be appreciated,
> PV

31 Oct 2007 9:57 AM

PV

Hi,

I think i have SMTP relaying by authenticated users active in virtual
server, its active by default on sbs2003/sp2-R2.

If i desactive the authentication in the client, outlook, i got 550 error,
relay denied and thats ok.

I can telnet throw port 25 from outside.

Could be some problem with router linksys i have? I had some problems with
VPN access, only with dmz to server worked ok, 1723 port open, and some
option to allow VPN throw linksys, and VPN didnt work... when user trying to
authenticate/connect, only with DMZ option on.

I checked options on virtual SMTP server with other SMTP server on other
location, and im almost sure they are equal, the same, one works fine... this
one, when sending email throw outlook, via pop/smtp, receives ok, sending...
appears the msg on bottom of outlook - authenticate - waits, waits.. and
keeps pop up a window asking for user and password and dont authenticate...
and unable to send email.

thk in advance,
PV

Show quote

"Ed Crowley [MVP]" wrote:

> You must configure your SMTP virtual server to allow relaying by
> authenticated users. Then your clients must authenticate the same way they
> do for the POP3 connection.
> --
> Ed Crowley
> MVP - Exchange
> "Protecting the world from PSTs and brick backups!"
>
> "PV" <P*@discussions.microsoft.com> wrote in message
> news:2C6CA92A-7656-4306-BBF1-0021B76332C9@microsoft.com...
> > Hi,
> >
> > I've recently installed SBS2003/SP2 and i'am having problems sending
> > emails
> > via outlook express or 2000.
> >
> > When user access via OWA, no problem sending emails or reading them.
> >
> > Via Outlook, e can receive via POP3, but when sending email, keeps asking
> > for username/password.
> >
> > SMTP requires autentication, and i've checked that option on outtlook, but
> > still no luck sending emails, keeps asking for username and password and
> > if i
> > type the same of POP3... keeps asking and dont send email
> >
> > In outlook 2000 when testing account definitions, all ok, except the SMTP,
> > cant send email.
> >
> > any help will be appreciated,
> > PV
>
>
>