can't send email with attachment in windows mail

[rachel]

I see this is one of many having this problem. I have tried changing the
server from 465 to 25 but it still gives me the below error:
An unknown error has occurred. Subject 'Donation and Sponsorship requests
for 6th Annual Golf Classic to support the Susan G Komen 3 Day Bouncin'
Buckeyes Team', Account: 'Rachel 's Gmail', Server: 'smtp.gmail.com',
Protocol: SMTP, Port: 465, Secure(SSL): Yes, Error Number: 0x800CCC0B

An unknown error has occurred. Subject 'Donation and Sponsorship requests
for 6th Annual Golf Classic to support the Susan G Komen 3 Day Bouncin'
Buckeyes Team', Account: 'Rachel 's Gmail', Server: 'smtp.gmail.com',
Protocol: SMTP, Port: 25, Secure(SSL): Yes, Error Number: 0x800CCC0B

rachel

 

[Patrick Keenan]

I see this is one of many having this problem. I have tried changing the
server from 465 to 25 but it still gives me the below error:
An unknown error has occurred. Subject 'Donation and Sponsorship requests
for 6th Annual Golf Classic to support the Susan G Komen 3 Day Bouncin'
Buckeyes Team', Account: 'Rachel 's Gmail', Server: 'smtp.gmail.com',
Protocol: SMTP, Port: 465, Secure(SSL): Yes, Error Number: 0x800CCC0B

An unknown error has occurred. Subject 'Donation and Sponsorship requests
for 6th Annual Golf Classic to support the Susan G Komen 3 Day Bouncin'
Buckeyes Team', Account: 'Rachel 's Gmail', Server: 'smtp.gmail.com',
Protocol: SMTP, Port: 25, Secure(SSL): Yes, Error Number: 0x800CCC0B

rachel

You won't be able to send via gmail on Port 25. Go to the gmail help pages
and use the correct settings.

Can you send, with the *correct* settings, without the attachment?

 

[rachel]

I have changed it back to 465 and I have even done the telnet tests and both
the incoming and outgoing cleared the screen so it shouldn't be being blocked
based on that test.

 

[Patrick Keenan]

I have changed it back to 465 and I have even done the telnet tests and
both
the incoming and outgoing cleared the screen so it shouldn't be being
blocked
based on that test.

But, does the mail send without the attachment?

You can also try re-creating the account, or making a new one with the same
settings; it is possible for accounts to corrupt.

If the mail just has to get out, use the gmail web interface.

If sending the attachment it fails there, you can be assured that the
problem isn't with Windows Mail.

HTH
-pk

 

[rachel]

I don't think it liked me having 25 email addresses in BCC field because when
I removed them and tried to send to one person in the To field it went thru.
Is there some rule as far as how many names you can have in the To, CC, and
BCC field?
Thanks

 

[Gary VanderMolen]

Windows Mail does not impose a limit, but I'm sure Gmail does.
When you had the 25 in the BCC field, did you have your own address in
the To field? Some mail servers insist on a non-empty To field.

 

[rachel]

Hello! I think it's completely blocking because Gmail is saying it's spam
and solicitation. I had a valid email address in the To field but I am now
getting an error on the actual gmail site. It does send now with attachments
if I use the To field only.
I believe the telnet thing helped and adding the Windows Mail to my firewall
and enabling it. Nevertheless it does seem to be working now.
Thank you

 

[Patrick Keenan]

I don't think it liked me having 25 email addresses in BCC field because
when
I removed them and tried to send to one person in the To field it went
thru.
Is there some rule as far as how many names you can have in the To, CC,
and
BCC field?
Thanks

This depends entirely on the mail provider and their anti-spam policies - at
both ends of the transmission.

I regularly send legitimate mails that look exactly like spam - a simple
mail with an attached document, addressed to me, with a BCC list of between
a dozen and a couple of hundred recipients. It's taken an amount of
careful work to make sure that the mail gets through.

I use a paid 3rd party mail provider who is aware that my purposes are
legitimate and don't block my mails, but even so, some of the recipients
have to have my address explicitly whitelisted by their IT groups or mail
administrators or they will never receive the mail.

So, you need to consult with your mail provider, and make clear to the
recipients that mail from you is legitimate. If you manage to trip spam
filters often enough to get your email address on a blacklist, it can take
quite some time to figure out where the problem is and then longer to get it
fixed.

HTH
-pk

 

[Gary VanderMolen]

You're very welcome. Thanks for reporting back.