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I ran the disk from scratch on my new machine, and patched it up. Then I installed U Boat Missions. Then I installed TMO and the 2.1 upgrade.
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First question is, do you have the SHIV, The Gold Edition? If you do, you do not need to do any patching. The Gold Edition is the latest version which is v1.5.
If you don't have the Gold Edition, but just the UBM expansion disk, just run over the stock game with the UBM as it has all previous version already installed.
I would try uninstalling the game then reinstall SHIV and just install the UBM over the stock game and I suspect things will be working correctly.
Just a suggestion on my part.
