Re: Linux Mint
I find that WINE under Linux Mint 17.2 runs Quicken 2002 and Photoshop 5.0 LE just fine.
No special tweakery was entailed -- I just ran their installation executables as I had done under Windows. Afterwards, I copied my Quicken database files across, launched Quicken and opened the QDF file via the File menu to pick up my account registers and other financial records.
That very old Photoshop limited edition was bundled with the Epson scanner I bought in 2000. The scanner's still going, though nowadays I use the excellent Vuescan to drive it.