I’m trying to get an old Windows game running for a friend.

It seems to be a 16bit macromedia app and I kind of got it running in a Win 98 VM using Virtualbox. DOSBox seems to get confused by it being a Windows app.

Thing is, the friend is very much not good with tech and I want to set everything up for him to “just work”. Installing VBox might be a bit too much.

Apparently, you can install Windows inside DOSBox, but is that really stable and usable for layman? Are there any other approaches?

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Dosbox-X provides the processor emulation extensions needed to make DOS-based/9x windows installations happy. As macromedia games shouldn’t rely on hardware acceleration it’ll work fine I bet.

https://dosbox-x.com/

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