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I was having a similar issue. I was using the TURBOTAX PREMIER TAX YEAR 2019 MAC DOWNLOAD WITH STATE product. After a period of non-use, the program wanted to install a 231 MB update. Clicking that allowed the update to occur, and then another dialogue box with the words "Ready to Install: Install and Relaunch" popped up. Unfortunately, simply clicking to Install and Relaunch would close the program and no relaunch would ever occur. I performed this same action five times, then searched for solutions. This solution - to click and hold CONTROL+OPTION+COMMAND while at the same time clicking to Install and Relaunch - finally took the program to the next step.