Before you reinstall SH3 make sure you delete the Ubisoft folder in program files ( unless you have multiple installs then just delete the one you want to get rid off )
If you want to save a career - as long as its in port - copy it from
C:\Documents and Settings\*****\My Documents\SH3\data\cfg\Careers to elsewhere and delete the SH3 folder in my documents too
Reinstall SH3 then upgrade using the 1.4 patch
Then install GW and finally SH3 commander
I dont know of any issues with 2.5 - I certainly havent had any
Enjoy
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