Note that this option will only work for clients that have Enterprise Voice enabled – specifically, this option is only available in on premise deployments of Skype for Business, as the Exchange Delegates don’t get synced into Skype for Business Online. I’ve tested against a cloud only Skype for Business client, and there is no option to assign someone else as a delegate on your account.
Hopefully the new features announced recently will bring this functionality to Office 365 users, but that is still a ways away (unless you live in the US). With that out of the way, if you have Skype or Lync with Enterprise Voice on premise, here’s how you add a delegate to schedule Skype meetings for you:
In order to allow a delegate to schedule Skype meetings for you in Outlook, they need to be added as a delegate in Skype for Business/Lync first – in order to do this, click on your call forwarding settings in the bottom of your Skype client, and then select Call Forwarding Settings:
Note that if you don’t see the phone icon, or the call forwarding settings icon in Skype, then you don’t have Enterprise Voice enabled, and won’t be able to configure these options – sorry!
Under Call Forwarding, click on Edit my delegate members:
Then click Add:
Choose the person you want to add as a delegate, and then click OK:
Make sure to uncheck the box under Receive Calls, otherwise your delegate(s) will start receiving your incoming calls as well.
If you do want your delegates to be able to answer your calls, you can leave that option checked, and then specify below how quickly you want the call to ring through for them:
Click OK, and you’re done – your delegate can now create Skype meetings on your calendar for you!