Dear Chris Brannigan
Thank you for reaching out to the Microsoft Q&A forum. I understand you are having problem with Outlook on iPad bouncing messages when you include 10+ recipients, showing a “security” / “daily message limit” notice and putting the message back into Drafts. I am happy to assist you.
Please note that Outlook.com limits daily recipients and recipients per message; limits can be lower depending on usage history and are temporarily low for newly created/changed accounts until credibility increases. Please follow these steps:
- Send in smaller recipient batches under the current cap. Outlook.com enforces “number of recipients for a single message” and “daily recipients.” If you’re blocked at 10, keep each message below the current enforced maximum until your quota recovers. Split the list into smaller groups and send them spread out. See: Sending limits in Outlook.com - Microsoft Support
- If many recipients are “new” to you, convert them to relationship recipients first. Add recipients to Contacts, then email smaller batches starting with your most frequently contacted people to rebuild sending reputation.
- If you have Microsoft 365 Personal/Family, verify you’re sending from the subscribed mailbox. Ensure the account you’re sending from is the Microsoft 365-subscribed Outlook.com mailbox (not a connected third-party mailbox), because connected accounts depend on the provider’s limits.
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