Does abandonware count? If yes, then absolutely lol
My childhood was spent playing abandonware because our home pc wasn't strong enough for modern games at the time, so this is basically just reliving that while getting paid lol.
If abandonware doesn't count, there's still enough stuff that's ended up in the public domain to make it worth it (books and movies).
For most things in life I generally follow Adam Savage's advice: "Buy cheap tools until you know what you really need from that tool, then buy the best version you can afford."
However, when it comes to things that are related to safety or protect you from harm the more expensive/high quality they get, that advice goes out the window. Case in point, PC PSUs. You probably don't want your newly built PC to burst in flames because you skimped on it to buy a poorly rated PSU.