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Story Identification Request

In the old days, I used to ask this sort of question on rec.arts.sf.written. Let's see if looking for a story identification on LiveJournal works just as well…

I'm trying to find the title and author of a story I read in Amazing Stories (I think) sometime in the 1990s or 2000s (I think). I recall it being published in the large-format magazine with a colorful piece of art introducing the story. The premise of the story (similar to the Tegmark Hypothesis) is that a man who wants to be successful in betting and running a company hires a "bodyguard" to kill him the moment he loses. The theory is that as he will only experience a world in which he is alive to observe it, he will continue to win. The climax of the story is that he loses something, and his "bodyguard" does try to kill him, but only succeeds in injuring him very badly. Does anyone recall this story?

Comments

I've never run across it.

There's an LJ community devoted to solving this category of questions, but i can't recall its name.
Two and a half days, and I haven't gotten any response at all on rec.arts.sf.written...
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