I honestly don't believe it would cost us an entire month worth of updates to change this, I'm only trying to point out that it will cost them some amount of resources which could be spent on other things, and I would rather have those other things. Even the most staunch supporters of this change would rethink their position if the cost were high enough. My assuming that it will take a month of work is only slightly more ludicrous than assuming it will take 0 hours of work.
My biggest criticism regarding this is how few people it will affect. Most people who have multiple POL accounts on one SE account are just like me (one person, multiple accounts), so it's completely fair that I can't enter contests several times. There are a handful of people like the OP who are actually getting screwed by this. Any time they put into fixing this problem for a dozen people is time that could be spent doing things which benefit thousands of people instead.
Now if I'm wrong and it really would cost them 0 hours to change, by all means, change it. Heck, even if it eats an entire day of work, do it. Or if they've got idle hands with nothing better to do, sure, give them this as a project. If none of those are the case, then my opinion is that it's a little bit overkill to make a few people happy. Sorry if I sound like a jerk for saying it, but we've all got different things we want from the game and a limited staff who can only fulfill a certain amount of tasks.

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