Unfortunately there are multiple issues. While the server issue may have been resolved, there are definitely more issues with both MacOS and Windows version beyond the server and firewall issues.
With my MacOS issue, I delved into the logs and it appeared to be something with an invalid files possibly related to passwords for previous versions. I had to install a fresh user on my Macbook in order to get TurboTax to pull up the activation screen and activate the software. It still only works on that new dummy user, and will still not activate with my main user. I read about that solution from a Windows user in another forum that was having the same issues.
In my back and forth with TurboTax, it is clear that they don't know what the issue is (and most likely think it is a user-specific issue), but it's definitely more widespread than they believe. Just looking through reviews on Costco or Amazon will tell you that it's way more common than any issues from prior years.
I'll deal with my dummy user workaround until the issue is resolved (if ever), but given the rising software costs, and declining quality, it's something TurboTax really needs to pay attention to.
