I decided that the first person should get more than the second person because that person guessed the date first. Now, if the second person guessed the same date and won, then the first person should get more. The second person would be able to wait for a few months and then make a guess. They would probably have a slightly greater chance of guessing the date because they would know that the update didn't come out in the past few months.
Let's compare this to a race. You get medals and possibly a trophy if you are placed 1st, 2nd or 3rd. The first three people to do # laps wins. The 1st place person wins a big shiny gold medal and possibly a trophy while the 2nd and 3rd just wins a medal. The gold medal and the gold trophy is more valuable than both the silver and bronze medals (if I'm not mistaken).
I say we just leave it as a pool and if more than one person wins, the pool is split.
How the pool is split may be best left when the winners are found (as both the pool will change and there could be 1 or 2 or even 3 or 4 winners).
As for the exact how, I think it might be best to left it to the winners to decide. Skyguarder can step in if they can't come to an agreement.
Just my opinion, though.