Anything under a proprietary license, never support people who do that
Piracy: ꜱᴀɪʟ ᴛʜᴇ ʜɪɢʜ ꜱᴇᴀꜱ
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I used to be a lot less lenient in the past, but as I've gotten older and DRM and streaming services have gotten worse I've been sailing the high seas more. Now I'll do it if there's no reasonably easy/convenient way to buy it in my country, if the work is old/big enough that nobody creatively involved is going to notice, or if I already bought the same or similar version in the past (such as wanting a movie for my Plex server that I know my parents have on DVD somewhere). Sometimes I'll "acquire" something and end up financially supporting it down the line if I like it.
I do agree with some of the other comments though, that for things like software where there's an alternate FOSS or independent version, I'll go for that. I've begun getting in the habit of donating or paying one-time purchases (such as ad removal) on software I use a lot.