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I've been really careful recently, because I want to avoid buyer's remorse as much as possible. To that end, I typically wait for sales for dubious games, or try them out first via Redbox for pennies on the dollar. I also try to purchase physical games so I can return them if necessary; digital doesn't give you the same amount of freedom.

I guess I kinda regret getting Jotun on PS4 a few weeks before it was announced for Switch. But it was on sale, and I'm more than happy to support Thunder Lotus for its great work.

Apart from that I regret buying games on sale, and then seeing them at a greater discount months later -- and I still haven't taken them out of shrink wrap