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I am currently on SM 14.x Entp and recently got few complaints infact experienced on my own mail box too.
Some of genuine mails which were delivered in spam box, these mails i could see when logged on to webmail, but same mails didnt got downloaded in Outlook junk folder, this is a strange behaviour to occur all of sudden, this has been experience on systems with outlook 2010-2016.
is this sync related issue between SM and Outlook ? or what this could be ?