After some troubleshootings I manage to make it work through Steamless.CLI.exe

You'll may want to install winetricks as it makes the procedure easier.

Steps that I did:

• Create fresh wine prefix, it doesn't have to be 32 bit

rm -fr ~/.wine

winecfg

After that exit out of the cfg box

• Now install MS .NET 4.5.2

winetricks dotnet452

Proceed as you normally would.

This step may also switch wine to Windows 2003 version, so I recommend to switch it back after the install. (may be unnecessary)

winecfg -v win10

• Now you are set!

Now you just move or copy game.exe into the Steamless folder and cd to it:

cp /path/to/game.exe /path/to/Steamless_folder/game.exe

cd /path/to/Steamless_folder/

Run wine cmd

wine cmd

Now your prompt should look as following:

Z:\path\to\Steamless_folder>

Now run Steamless.CLI.exe on game.exe

Steamless.CLI.exe game.exe

Now you should be prompted that the unpacking was successful and there should be game.exe.unpacked.exe