email with attachment does go to one user

hamidfarooq
hamidfarooq used Ask the Experts™
on
All of our user can send email with and with out attachment, but when we send email with attachment to one email address which is an external email address,  he never get that email,  however when we forward from another email address like hotmail or etc,  he does get it ?,  I am not sure what the problem could be ?
Comment
Watch Question

Do more with

Expert Office
EXPERT OFFICE® is a registered trademark of EXPERTS EXCHANGE®
Tom ScottConsultant

Commented:
  1. Are you getting any delivery error messages?
  2. Check the logs from your e-mail server.  If it is not your server, check with your ISP.
  3. Check with the recipient if their mail domain uses a mail filter or Relay Block List of some type.
    1. If filter, ask them to check the filter and see if they can figure why your mail or mail server is being filtered.
    2. If Relay Block List, check the list to see if your mail server is listed.
- Tom
 

Commented:
You could always make sure your domain is whitelisted on their end.

Commented:

>> but when we send email with attachment to one email address which is an external email address,  he never get that email,  <<
Since user can get attachments via Hotmail, its likely that your domain name is blocked off  by the receiving mail server. Also get user to check if he has any policy activated for receiving mails.

As suggested by Tom check for error messages.

Become a CompTIA Certified Healthcare IT Tech

This course will help prep you to earn the CompTIA Healthcare IT Technician certification showing that you have the knowledge and skills needed to succeed in installing, managing, and troubleshooting IT systems in medical and clinical settings.

Commented:
have you check if recipient is getting mail from you without attachment ?
if so then his inbound gateway is dropping your attachment by some rule or they have set incoming message size for your domain.

Author

Commented:
Yes,  with out attachment no problem,  he get all the email if there is no attachment,  
Commented:
then ask him check check with his IT on their gateway or in mid somewhere attachment is getting dropped as spam something.

Do more with

Expert Office
Submit tech questions to Ask the Experts™ at any time to receive solutions, advice, and new ideas from leading industry professionals.

Start 7-Day Free Trial