Personally, I think it depends. For me, I like to pirate games that there's no way for me to legally buy a copy of and if possible are way too overpriced. Think multi hundred dollar retro games.

For media, I would absolutely support buying used media second hand. New physical releases tend to be worse than they were in the past in my opinion, so second hand or piracy feels like a good enough deal to me.

For music, I'd rather have physical CDs, if possible, rather than paying for streaming because I at least either support a local business I like to go to for CDs or support the artist directly. Laws be damned, I'd rather pirate music than give my money to the companies who financially abuse artists. Similar reason why almost all my CDs are second hand.

For stuff I have legally purchased, if need be I can just pirate them if it's a digital product. Otherwise I can back up disc based media I have. No idea how to do it for the Sega Genesis cartridges I have, though, so if need be I can pirate those as well.

Edit:

For games, I pirate games I don't own. For digital games I could find on Steam, I use it as a sort of demo for the game because majority of games don't have a demo and I need one to ensure I'm not throwing my money down the drain.

There have been plenty of games I've bought because the "demo" was enough to make me wanna buy the game to support the devs. Latest example being Dungeon Clawlers.