I'm on macOS High Sierra with no interest in updating further at this time.
In Skype, I regularly get notifications of updates being available, which I ignore unless I have a personal issue that would be resolved in the update. Too many times I've been burned by updating Skype only to have a new version be a disaster. I'm currently running version 8.55.0.141.
Today, I noticed a new message for the first time… rather than an update being available, I'm being told essentially that I must update:
Get the latest update to continue using Skype
It's like MSFT is trying to scare people into updating. Is my version of Skype going to stop working by April 2020?
Best Answer
Are you required to update Skype or it will stop working? Yes.
From their Support FAQ
I know this first hand as I had a VM with an old snap shot that had an out of date Skype client - 8.1, I believe. It didn’t connect until I updated it. Additionally, I ran across this thread on the Microsoft Forums.
Generally speaking, Microsoft has changed its update policy to make sure everyone is running the latest and greatest. Most of the time it works, but I still prefer to be in control. I can’t tell you how many times I updated my laptop the night before a presentation only to be presented with an updating screen just as I was about to present or demo.