Here for Threat Modeling Tool 2016 (latest as of 2018-03-23) on a Debian Buster aka ‘testing’. It should be the same for Unbutu, mutatis mutandis apt-get instead of aptitude.

$ sudo aptitude install wine winetricks

For info, the versions at the date of this small how-to were:

• wine-3.0 (Debian 3.0-1)
• winetricks 20180217 – sha256sum: 1b156c6…

Run winecfg:

$ winecfg

…use default settings, Windows 7 (minimum Windows version required for Threat Modeling Tool).

.Net framework 4.5 or higer is required by the Threat Modeling Tool:

$ winetricks dotnet45 corefonts

This will install 4.0, then 4.5, then ask for a “restart your computer” (OK), then install the fonts. Check:

$ winetricks list-installed
 ------------------------------------------------------
 You are using a 64-bit WINEPREFIX. Note that many verbs only install 32-bit versions of packages. If you encounter problems, please retest in a clean 32-bit WINEPREFIX before reporting a bug.
 ------------------------------------------------------
 Using winetricks 20180217 - sha256sum: 1b156c616174f41df79d72a90c52eb2b110c63a6e8ecb865d303a8f9f0908924 with wine-3.0 (Debian 3.0-1) and WINEARCH=win64
 corefonts
 dotnet40
 dotnet45

Fine. Re-run winecfg: the .Net install had it switched to Windows 2003. Switch it back to Windows 7.

 $ winecfg

Install the Threat Modeling Tool:

 $ msiexec /i where/you/put/it/ThreatModelingTool2016.msi

Enjoy!

 $ wine ~/.wine/drive_c/Program\ Files\ \(x86\)/Microsoft\ Threat\ Modeling\ Tool\ 2016/TMT7.exe

You might want to create an alias for this, for example:

alias tmt='wine ~/.wine/drive_c/Program\ Files\ \(x86\)/Microsoft\ Threat\ Modeling\ Tool\ 2016/TMT7.exe'

Note that depending on your graphic driver, this may not work: the symptom is you may get a black window. An easy workaround is to use a wine virtual desktop. In winecgf graphic tab, check “emulate a virtual desktop”. I’d recommend a size of 1024×768 or higher.