https://bugs.winehq.org/show_bug.cgi?id=37666
--- Comment #5 from Rich Durso reefland@gmail.com --- I found a AppDB reference to someone using a different Quicken 2015 product who reported success with Windows 8 setting. So I started with that and worked my way backwards with various new prefixes.
The Intuit support boards are full of people complaining how Quicken 2015 will not install in Windows XP such as (https://qlc.intuit.com/questions/1008664-re-quicken-2015-and-windows-xp).
I also noticed that installing dotnet45 package resets this value to "Windows 2003". So I made an educated guess on selecting Windows 7.