I generally make sure to spend my money one contemporary artists or authors (who are not already filthy rich, if they are already super well-off i dont contribute to increasing that wealth and instead buy something else) and try to maxmize the amount of money that falls to them. You could also find ways to donate directly to these artists and then pirate their stuff to your hearts content (from my ethical point of view anwyay, law will not agree with me). Ive also first pirated stuff and then bought it later and just replaced the files on my media server.

I dont really care about big corporations or some random rights holder long after someones death. So any big studio movie or old rock bands get pirated.