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Highly Recommended SH5 > The Wolves Of Steel Mega Mod
Highly Recommended > LIVING SILENT HUNTER III EDITION 2015 Mega Mod > Full Tutorials And Much More In My Signature
I am running SH4 on OS10 without any problems and not using a compatibility mode..
Do not install in the program folder (x86)
SH4.exe and other applications run as administrator.
SH4.exe OS10 compatibility mode > OS7
Try re-installing without the U-boat missions and see if you can load a stock mission.