You're right, and other writers have pointed out the same issue.
With any such game, driving backwards would be one of the first things players try. I still marvel at some of the glitches and easter eggs players have found in mainstream video games.
It could be that the player would have to have accessed that particular "memory" from Halliday's library before the race would "allow" him to win by driving backwards. Problem is, there's nothing to suggest the other "high five" players did the same. Too bad, it would've fit with the "Willy Wonka" theme of the entire egg-hunt, i.e., the winner must be able to truly understand Halliday's mindset and regrets.
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