Hello, Sunview Windows and Doors.
Welcome Microsoft Community Forum!
From the description you have provided you're experiencing issues with sending emails using your Hotmail.com address. It appears the emails get sent as they show up in the sent folder, but the recipient randomly does not receive the email.
One possible reason for this issue could be that your email address has been flagged as spam by the recipient's email provider. This can happen if your email address has been used to send a large number of emails that were marked as spam by recipients. So, let's work together as a team to get the root cause of this issue. But to better assist you I need to ask:
- Do you get a bounce message when the emails don't get to the recipient? A bounce message is a notification that is automatically sent to the sender if an email is not delivered to the recipient for various reasons.
- When did you start experiencing this issue? An exact date of when this issue occurred could prove helpful. If not possible an estimate in days, weeks or months will be fine too.
- Are you getting all green checkmarks when visiting the following website on any of your devices used to send the email?
https://portal.office.com/ServiceStatus
- If you sent an email to these recipients in plain text only do the emails consistently get through?
Hope to hear from you soon.
Respectfully,
Glenn Rue
Forum Moderator
Microsoft Community