To some extent, although in my three years or so of using CAG and Steam it's never been completely transparent as to who's losing out. Also, we're beginning to see a lot of creative accounting on games that clearly sold well (Tomb Raider being an obvious example) which make me wonder how much my prompt purchase really mattered.
I tend to feel a little more guilt about supporting some games day one that either didn't deserve the money or were rather ephemeral and to some extent forgettable experiences. For example, I certainly had enough fun playing Halo 4 at the time, but I could have bought four indie games for that money and probably had a better experience.
I've also supported things out of principle that were kind of pointless. I bought the DS version of Broken Sword in the interest of seeing more games like it on the platform, but admittedly paying £30 for an inferior version of a PC game I'd gotten for £10 in 1999 was really stupid.
All this said, the guilt trip stuff is something I'd typically associate with mid-tier releases which unfortunately don't seem to exist anymore. Sure, maybe I should have bought Syndicate when it came out, but ultimately it was released with unrealistic expectations.
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