I just installed Watchtower Library 2016 on my Mac running Sierra 10.12.3 using Wine (1.8-rc4) and it runs fine except when I try to apply the new automatic updates. The process hangs at 90% every time. Mar 15, 2018 - Here is how you install Watchtower Library on Mac. Library on Mac Using Wineskin Winery; If your Mac is running High Sierra do to following.