This is how you share your Office 365 subscription and free Skype minutes with yourself (as of March 2018): The workaround: If your Office 365 subscription can be shared with other Microsoft accounts, you can also share it with your own Skype account. You cannot merge two Microsoft accounts, therefore you can also no longer merge or connect your Skype and Microsoft (Office 365) accounts. The reason it doesn’t work: A Skype account is also a Microsoft account. You want to use these with your existing Skype account, but you can’t find a way to connect it to your Office 365 account. The problem: Some Office 365 subscriptions include a certain number of monthly Skype minutes.