Attachments with Outlook 2000 - cannot send .jpg files

Using Win XP Home SP1
Office 2000 Premium SP3

Have got all updates for XP and Office, but both before and since updating have been unable to send certain attachments with either Outlook or Outlook Express (6). I can send .doc but not .jpg or .zip - they both return timeouts.
A google search returns nothing useful for the timeouts - just some references to OE and downloading the latest updates, hence downloading the latest updtaes for Office before posting here, but still no joy.
Microsoft want $35 before they will help - anyone any ideas?
I have reinstalled Office over the top of itself.
Points are due to urgency (client's computer is 4 hour trip from mine)
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Greetings, JohnDecker!

1. What's the size of the attachment?  It's possible your
connection can't handle large attachments and it just bogs down?  Or your ISP put a new limit on attachment size. Check with your ISP.

2. If you are sending from Outlook, try going to Tools -> Options -> Mail format and changing the message format to HTML. If you were using Microsoft Outlook Rich Text, then attachments get embedded into your message and Outlook Express users can view these embedded attachments. When you switch to HTML format you will see that the attachements are placed in a seperate frame at the bottom of the message, rather then in the body of the message.

Best wishes, war1
JohnDeckerAuthor Commented:
No - the attachments are tiny - 78kbs - and it's already set to HTML
Dear JohnDecker,

Try doing this in outlook express.

open OE . go to tools --> options --> send
under mail sending format , click "html settings" and enable "send pictures with messages".

Close OE , open and check if you are able to send jpg pictures..

Also instead of doing Insert --> file while composing message , try Insert --> picture . if that doesnot work try this .Open the picture in any image application or program like Paint.. Now copy that picture and paste it in the compose message ,body..

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Check to see if what you are doing is correct with respect to sending attachments in Outlook

You need to do a repair of Outlook Express

Reinstall or Repair Internet Explorer and Outlook Express in Windows XP;EN-US;318378

Do the repair for OE only.

Also check this

OL2002: Outlook or Outlook Express Hangs After You Send an E-Mail Message That Has an Attachment;en-us;315008

Operation Failed" Error Message When Sending Attachments;en-us;289966


Outlook 2000 SP3 added some horrendous security features which prevent you from opening or sending certain attachments of which jpg and zip are included but obviously not .doc as it's microsoft format despite its macro features being probably more dangerous!

There is a shareware program which will allow you to set which extensions you can send / receive - go here to download it 

Good luck
As a temporary fix, you can rename the .jpg files to .doc, send them, and have the person on the other end re-name them.
While is not probable have you checked with your ISP to make sure their filters are the culprit and not yours?
JohnDeckerAuthor Commented:
I'm working through the comments and will advise asap
JohnDeckerAuthor Commented:
Sunray - interesting: I can send using OE with picture as part of HTML message, but I cannot NOT include the picture despite apparently switching it off both on the individual message or as the default setting. Takes absolutely ages too (and no antivirus program). Trying the same with Outlook - where the hell are the settings for including pictures?! I tried sending as text file with attachment (it was set to HTML) but no joy.

I'm attaching the attachments normally, no problem there

Attachment blocking is for incoming
The modem is not identified as a US Robotics Winmodem, as per OLEXP: You Cannot Send a Message with Graphic Attachments, but I will try the extra command line and advise

What is the status of this question?  Did any of the comments answer your question?

Hope this helps,

JohnDeckerAuthor Commented:
Extra AT command line on the modem did not work, Microsoft want $35 before they will talk to me and Christmas played havoc with access to the client.
I'm stil working on the problem - no suggestions have so far worked; next stage is to reload Office. I will keep you informed; sorry for the delay.

Hopefully your issue is resolved. Your posting is most helpful to me in that I encountered the same exact problem with a friend’s computer when sending jpg and gifs. Most of the replies here do not address the problem directly, except for the ones suggesting this has something to do with ISP limits on file-sizes for sending attachments.

My friend uses Earthlink, and is having the problem when sending a 3.8 meg jpeg, and a gif file. It just sits in the Outbox before timing out. The details window for the sending message show the progress bar never getting past the halfway point. Then it times out.

I contacted Earthlink today only to find that they do have a 3 meg file size attachment limit. For what it’s worth, it would be helpful if this information is more readily available from the ISP, else have email programs talk to us more clearly (i.e., a warning or prompt when sending the oversized attachment mail, or a descriptive dialog suggesting “cannot send attachment: exceeded allowable file attachment limit”)

Personally I don’t send sizeable attachments via email because it is insensitive to dial-up users, and email servers. However with the increasing purchase of digital cameras that take high-resolution photos, the ISP’s are challenged from keeping the email servers bogged down. There is added confusion with the image editing programs which come with the camera, that have a 'send by email' option/wizard, taking the high resolution image and attaching it to an email. Many of these programs don't resize the photo down to at least 72dpi, which in my experience creates a friendler file size while maintaining decent screen quality.

My advice, all of us should learn about FTP. ISP’s give you anywhere from 10-25 megs of web-server space with your account. Anytime I need to get an attachment to others, I upload it to my FTP space, and send the http link via email. Recipients download the file via a browser-download.

Finally, as an experiment, I had my friend resize the files in question to less then the 3 meg limit, and resend them. The files ‘sent’ without any problems. This confirms that this is because the attachments are within the allow file size limit controlled by the ISP.


JohnDeckerAuthor Commented:
Thanks for the info about  ftp - I had not thoughtof that. However I know this particular problem is not a size issue because it applies to files of 80kb!
One issue that no-one has mentioned is that it might be an antivirus program causing a delay which then triggers a time-out, but there is no such anti-virus program in this case (just thought I would cover it). I am due to go back this weekend and will try to replace the Outlook/Office software and see if that fixes it.

Another thought.  Maybe you can try setting Outlook to different outgoing mail server. See if it is ISP related in someway

Also, many ISP's are requiring Authorized Outgoing Authentication. This is because the ISP's are trying to track and control the uploading of malicious emails by file type.

I will continue to keep your situation in mind.


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JohnDeckerAuthor Commented:
Got it - I set it to a different outgoing server and it went through! After talking to the local ISP (this is New Zealand) it transpired that they do not support V92 or higher. They gave me a command line (+DS44=0) which turns off the V92 part and reverts to V90 which they do support..
I split the points 200/300 JonBeattie/JeffTronics when I skim read the part from Jon mentioning ISPs - I really should have phoned them then and I would have had the answer, but I knew it wasn't a question of filters.. however I phoned today out of exasperation (and because Jeff's advice had pointed clearly to the ISP as being at fault) and the first question was about filters (they don't block) which led quickly on to the solution.
In retrospect I should really have been more generous to Jeff, not because Jon's advice was unsound, but because Jeff provided the prompt. And upon reading Jeff's comment more clearly, I should have given an A. Sorry Jeff, I hope these comments make up for my seeming ingratitude.

FYI the ISP is Clear, for all NZers..
I am so glad to find this.  I have had this problem for a few days.  I have been unable to send .jpg and Visio documents as attachments or embedded within a message.  I've tried all the things listed here, antivirus software, different formats, called my ISP (they were clueless) but the V92 setting is what fixed it.  This has been a recent problem, I used to be able to send pictures and I can still send from my laptop running Win200/Office2000 but I have been unable to send from my WinXP/OfficeXP system for several weeks.
This was a very helpful post so I will post our solution too.
We have a client who had the same problem but had a modem attached to a dlink router to serve as internet link.  

After getting the firmware update applied to the router, “AT+MS=V90” was the correct command in the ‘Extra Settings’ box of the dial-up wan page.  That was the command to set to V.90 56k per the modem’s tech site.  I believe that is the same command the USR sportster at home is using also.

thank goodness for experts-exchange!
I just had a similar situation. Could send docs and other attachments via Outlook, but would stall and time out trying to send a jpg (even tiny 22K test jpg).

Nothing had changed on my end - in fact both my computer and my husbands had the exact same problem that started the exact same date. Everything had previously worked perfectly for the whole 2 years we owned the computers.

I tried everything -- turning off firewalls and virus checkers; on phone with earthlink ISP at least 6 times (they just kept having me uselessly fiddle with Outlook settings that had worked perfectly just a few days before). I could send jpg's via earthlink using exact same Outlook settings if I connected via a different modem (my cellphone), or used a different computer. Could also send jpg's OK using the same computer and exact same Outlook settings if I went via a different ISP and not Earthlink.

Finally got the suggestion to update my modem drivers. Downloaded and updated them and the problem was solved! Talked to Earthlink again and they said that they keep updating their servers with new software and this can cause such mysterious and sudden problems since your older modem software can no longer communicate properly with their new server software.

Just thought I'd post this as another thing for people to check.
Suzann Rice
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