It's not as difficult as it
seems. All finds must be on one calendar day but you can add finds
together from different months and years.
EXAMPLE: You find 100 caches on 28 Mar 07, you also find 50 caches
on 28 Mar 08, Then, you find 50 caches on 28 May 07 and another 50
on 28 Oct 08 You have a total of 250 cache finds on 28th, you have
250 more to go.
When you log the cache please provide proof of you
accomplishment. One way for proof is to upload a chart showing your
finds from one of several free geocaching statistics generators.
Here is mine:

Good luck