I cannot receive emails from businesses especially if there is an attachment to them.

Question

Business, like my eye doctor, tried to send me an email with my prescription attached, my tax account, tried to send me an email with an attachement for me to fill out and my insurance agent tried to send me emails with attachements, I never received any from any of them

Answer 1

Work through these checks to restore messages with attachments from businesses:

1. Verify mailbox and cloud storage are not full
   If Microsoft cloud storage is full, no email can be sent or received and messages are bounced and unrecoverable. Check mailbox storage and delete or move items (especially with large attachments) until under the limit. See the storage link in “Can't send or receive email in Outlook.com”.
2. Check junk and other folders
   Messages with attachments from businesses can be flagged as junk:

• Look in Junk/Spam, Other (if Focused Inbox is on), and any custom folders.
• If such messages are found, mark them as “Not junk” and move them to Inbox.

3. Remove the senders from Blocked senders If the businesses’ addresses or domains are blocked, their email will not arrive in Inbox.

• In Outlook.com or Outlook on the web:
  1. Sign in to Outlook.com.
  2. Select Settings > Options or Mail.
  3. In the left menu, select Blocked Senders or Block and allow.
  4. If any of the business addresses or their domains (for example, @eyedoctor.com, @taxfirm.com, @insurance.com) are listed, select them and remove them.
• In Outlook desktop (classic Outlook 2016-style):
  1. On the Home tab, select Junk > Junk Email Options.
  2. Open the Blocked Senders tab and remove any legitimate business addresses or domains.

4. Check rules that might be moving or deleting mail Hidden or misconfigured rules can divert all new mail (including attachments) to unexpected folders such as RSS Feeds or custom folders. Review and disable or delete any rule that moves, deletes, or marks as junk messages from these senders. After removing such a rule, new mail should arrive normally.
5. Ask the senders to verify non-delivery reports When the businesses send again, ask them to check for any non-delivery report (bounce message). Common causes include:

• Invalid address (typo in the email address).
• Their server blocking delivery or treating the address as invalid.
  If they see a bounce, they should correct the address or contact their mail administrator.

6. Add the businesses to Contacts and Safe senders

• Add each business email address to Contacts in Outlook.com.
• Ask them to add the address to their safe senders list on their side, and add their addresses to the safe senders list in Outlook.com if available. This reduces the chance of spam filtering.

7. Check attachment size limits If the businesses are sending very large attachments, their messages may be blocked or delayed by their provider or by Outlook.com limits. Ask them to resend using smaller files or a cloud-sharing link instead of large attachments.

If, after these steps, messages still do not arrive and the senders confirm no bounce messages, use the Outlook.com in-product Help → Still need help? path to contact support, as there may be an account-specific filtering or service issue.

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References:

• Can't send or receive email in Outlook.com
• Where are my email messages or calendar events in Mail and Calendar for Windows 10?
• Outgoing emails with attachments undelivered as spam - Microsoft Q&A
• Stopped receiving emails on my account. - Microsoft Q&A
• MSN email issues - Microsoft Q&A