All of my settings are as they were before (pop, smtp, 995, 465, etc.), and obviously the message DOES get sent eventually. It usually takes 2 or 3 'sends' before the email is FINALLY sent. As soon as I upgraded to Outlook 2016, this started occurring. When trying to send an email from Outlook 2016 (Mac) I get this error: 'Authentication failed because Outlook doesn't support any of the available authentication methods.' Error:-17895 I NEVER had a problem on Outlook 2011. Outlook For Mac 2016 Error Code -17898 Average ratng: 6,2/10 9572 votes