How can I get Codes sent to BOTH of my Hotmail emails?

Verification codes are always sent to the specific address or phone number that was entered on the website or configured as security info. They cannot be automatically delivered to two different Hotmail accounts at the same time.

Key points for this scenario:

1. Codes go only to the address actually used
   • When a website sends a verification code, it sends it to the exact email address entered on that site (for example, the business Hotmail address). If all messages addressed to the business account are being forwarded to the personal account, then the code email will arrive only where the forwarding delivers it.
   • Verification emails from Microsoft itself are sent only to the primary alias or another email explicitly added as a way to verify sign-in.
2. Check where the code is really being delivered
   • If the business Hotmail is forwarding everything to the personal Hotmail, the code email may never appear in the business inbox because it is immediately forwarded.
   • Check the personal account’s inbox and junk folder for messages from @accountprotection.microsoft.com or from the website that is sending the code.
3. Ensure the correct mailbox and junk folder are checked
   • Verification emails can end up in junk/spam. Check junk for the business address (or the personal address if forwarding is enabled).
   • Valid Microsoft verification codes come from an @accountprotection.microsoft.com address; mark that sender as trusted so messages land in the inbox.
4. Confirm the address used as security info
   • For Microsoft account verification codes, only addresses configured as security info will receive codes. To see or change this:
     • Sign in to the Security basics page or Advanced security options for the Microsoft account.
     • Select Update info or Add a new way to sign in or verify and add the desired email.
   • Codes will not be sent to another Hotmail account unless it is explicitly added as security info.
5. It is not possible to have one verification request automatically send the same code to both Hotmail accounts
   • To have both accounts usable for verification, each must be added individually as a verification method where supported (for example, as separate security info entries). But each individual verification attempt still targets only one chosen method.

If codes are not arriving at all to the business address (or its forwarding target), check:

• Junk folder for the business/personal account.
• That the email address was typed correctly on the website.
• That the account has not been temporarily blocked due to unusual activity, which can prevent codes from being sent.

References:

• Troubleshoot Microsoft verification code issues
• Common problems with two-step verification for a work or school account