If you do not see that "splash" screen above after activating the mod, then you are most likely have something amiss. Bigger Better Protractors is just 3 dds (image) files, and one cfg file. Those image files are not changed by Windows, and you might not notice a missing mouse.cfg file in the game, so it would look fine.
What type of account are you logging into Windows with? a "normal" aka: "Local User", or an "Admin" account, with full rights and privileges in the Games folder? If you get things squared away, you would activate
1 TMOwTw
2. Bigger Better Protractors
3. Submarine School Missions
But is the Stock game running OK after you remove the mods, and clear the Save folder? Also, JSGME uses an ini file for its configuration, so be certain you are in the correct game folder and MODS folder...
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