Skype for Business Error: 'The request failed. Please try again. Make sure that you are signed in to Skype for Business'

I was attempting to create and send a meeting invite through Outlook 2016 with a Skype meeting attached to it. The meeting was for one hour. I was inviting one other person not from my company. 

Error:

Sometimes you will get the error 'The request failed. Please try again. Make sure that you are signed in to Skype for Business' when you are trying to add the Skype meeting to the invite, before you send it out. I was getting this message AFTER the call in information was added and when I was trying to send the message.

 

Issue:

I'm not entirely sure what the issue is and I wasn't able to find it online. It was for sure an issue with adding attendees to the meeting. Restarted Outlook, restarted Skype for Business, same old song and dance. Did not restart my computer as I just need to move forward. 

Resolution:

I found I was able to create the Outlook calendar meeting and add the Skype information to the meeting successfully. The issue is with adding a user to the meeting. 

Don't add other attendees to the meeting. Just create the meeting for yourself with the Skype information. Then, once the meeting is created and closed, forward that calendar invite to the attendees. That worked like a charm for me. 

Hope this helps some people out!