Good day to you and hope you are doing well. If anyone has had this experience before and knows how to fix, please let me know! Thank you! For everything else, I love the Outlook platform and find it easy to use but this is one issue that I really need to resolve-it's been a bit embarrassing and looks a bit unprofessional having to resend emails all the time to clients after they think I've forgot to attach my projects. I have chatted with support maybe 4-5 times over the past 6 months, sent videos showing the issue, tried going back to the Classic version, 'Reset my Account' under preferences, etc.

It will happen for attachments between 30kbs and 15mbs so I gather it is not a size issue, especially when the attachment goes through the second or third time without issue.Īround 5 weeks ago, support told me an engineering team was going to look into this specifically, but I have not been able to receive any updates on this after asking. It does not happen for any one client in particular and there are no firewall issues on my end

Usually on the second email attempt to send my attachment, it goes through, but the odd time it will fail 2-3 times in a row On average I would say it happens at least 2 times a day. This does not happen every time-sometimes it doesn't happen for a week and sometimes it happens 5-6 times a day. I check my sent folder and for a brief moment (maybe 5 to 10 seconds) the attachment is there, before disappearing. I attach a file to an email I am sending and hit 'Send'Ģ. Here are the steps of what sometimes happens:ġ. Wondering if anybody has experienced this and was able to resolve this issue.įor over a year now, my Outlook (for Mac) has been randomly not sending through my attachments.

Outlook for mac send from alias