Outlook.com, live.com, hotmail.com, msn.com etc (в интернете пишут, что все бесполезно):
Check reputation here:
https://www.senderscore.org/lookup.php?lookup=0
Then do some mess here:
https://postmaster.live.com/snds/addnetwork.aspx
or
https://sendersupport.olc.protection.outlook.com/snds/addnetwork.aspx
If nothing helped, try asking some help here:
https://go.microsoft.com/fwlink/?linkid=614866