GOG.com - Imperialism 2: The Age of Exploration

Tried to play this on a Mac, but no success.

Tried Wine 1.4.1 (immediate crash). 

Tried Wine 3.1.8: I get music playing, and black screen with two gray "windows" stacked on top of each other. And cursor. I can "click" on invisible items on screen, then cursor turns yellow, I get clicking sound but only the two visual clues. If I hit the invisible "Quit" button (somwhere on the right side) the app quits.

Any tricks to get this to run?

Debug for 1.41 includes:

[10/23/18 21:04:52] - Running wine-1.4.1 wineboot (Working directory : /Applications/PlayOnMac.app/Contents/Resources/playonlinux/python)
fixme:iphlpapi:NotifyAddrChange (Handle 0xebf53c, overlapped 0xebf520): stub

Debug 3.18 gives me:

[10/23/18 21:20:28] - Running wine-3.18 Imperialism II.exe (Working directory : /Users/blockhead/Library/PlayOnMac/wineprefix/Imperialism2_gog/drive_c/GOG Games/Imperialism II)
0023:err:ntoskrnl:IoCreateDriver failed to insert driver L"\\Driver\\WineHID" in tree
0009:fixme:win:EnumDisplayDevicesW ((null),0,0x33f7c0,0x00000000), stub!

I have problems with this script. The install works fine and the game runs fine as well, but wheneve in game there is an annoying pop up windows complaining about win_cd.cpp @407  - whenever that popup is on, it makes it impossible to click on anything and thus it's not enjoyable at all to dismiss it every minute or so.