I have a older 16-bit application and some newer 32-bit games. I'm considering upgrading to Windows 7 64-bit.


What kind of issues might there be?

How would you try and resolve those issues?

16 bit is not supported by a 64 bit OS, the 32 bit ones are fine.
What exactly are you running in 16 bit?

I can vouch for that.. even some 32 bit apps have 16 bit installers so none of those will run on the 64 bit version too because they can't be installed. Only the 32 bit stuff with 32 bit installers. Windows 7 support is going away so not worth the expense to upgrade to an O/S that already has a known end of support date. Of course if it stand alone and has NO connectivity to the internet..thats moot..but what computer these days is truly NOT connected somehow.