Hi Tommy, always good to hear people showing interest in the Amiga platform. AmigaOS is a very flexible operating system and is also very stable, as is MacOS 9. You may find that the Amiga is a bit more active now that MacOS 9 is being abandoned in favour of OSX. I don't know for sure as I don't use OS9.
Sorry to hear about your father, and your financial problems. If you can borrow an Amiga to try out, then great, but in the mean time why not think about using an emulator? This will allow you to try out the operating system first without committing to buying any hardware.
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moto