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Info retrns with" ouch , there is a problem with your pdf file" when I try to attach it to outgoing e-mail

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If you can't do it directly then you can solve it indirectly ; )..

  1. Firstly confirm your pdf file have no any problem..
  2. After confirm, archive your pdf file to zip format.
  3. attach it to yahoo.

How to archive??
You can archive your file using winrar, zip extractor. and other many more. To download winrar follow this link http://www.rarlab.com/rar/wrar390.exe

Posted on Oct 09, 2010

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Posted on Jan 02, 2017

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Can't send outgoing E-mail, connection to server fails Protocol SMTP Port 502 Server(SSL) Yes .Socket error 10060 Error 0x800ccc0 E


You need to change your port for your outgoing mail server. If it's yahoo you are using you need to use the following settings in outlook:
Yahoo Incoming Mail Server (POP3) - pop.mail.yahoo.com (SSL enabled, port 465)
Yahoo Outgoing Mail Server (SMTP) - smtp.mail.yahoo.com (SSL enabled, port 995)

You have it set to port 502, it should be set to 995.
If you are using Outlook 2010 click on "File" and "Info" on the left. Click on the Account Settings box and find your yahoo mail account.
Double click on your account and in the box that pops up, you will see a button on the bottom left of it that says "More settings." click on that.
Click on the "Advanced" tab that you will see to the very right and change the setting for your outgoing server. It should say 502 in the text box. Change it from 502 to 995.

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This seems to be a very common problem, you can try three things -

1, Switch to Classic Mail view
2, Compose a new message and attach the file first before typing anything in the subject line or the body of the email.
3, Upgrade to Internet Explorer 8

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1 Answer

I keep getting these messages when i try to email something can you help me? 1 File(s) can't be sent | Ouch?there's a problem attaching Questions.doc. (22KB)


You might try to change the file name. Most email systems struggle with any kind of punctuation in a file name. Please check the file name which is denied to sent. ( If this solutions helpful to you please rate it)

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2 Answers

I can't attach pdf files to outgoing mail. It


Hi,

This is a known issue with the New version Yahoo Mail. As a workaround to this problem, you can switch to the older version of Yahoo Mail (Yahoo Mail Classic)

To switch to Yahoo! Mail Classic (Old Yahoo), on your Yahoo Mail page click the Options link in the upper right corner between and HelpMobile, then click the Switch to Yahoo! Mail Classic link.

A dialog box might appear asking for feedback. If it does, click Switch to Yahoo! Mail Classic.

For more details, click on this link:
http://help.yahoo.com/l/us/yahoo/mail/classic/settings/settings-22.html

Hope this solves your problem. Thanks for using FixYa.

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In the Outlook Express folder delete Old.dbx change the file name from Old.bak to Old.dbx
Also, if this does not help, try as a last resort use a special software.
If not important, paid or free software, I can advise this Recovery Toolbox for Outlook Express: http://www.outlookexpress.recoverytoolbox.com/
But before you start worrying try another search solution in this forum: http://www.filerepairforum.com/forum/microsoft/microsoft-aa/outlook-express/395-something-wrong-with-outlook-express-how-to-fix-it

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Try Disabling Anti virus for scan outgoing mail

And then try sending

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