I was going to make the same suggestion as Jane. I have always noticed that when I select for contest entry, there are 100 images per page (16x6 + 4) whereas when I am viewing my entire portfolio for other purposes, there are about 25 per page. I do like the 100 images per page for contest entry option as it makes it much easier for me to find a specific image that I want to enter.
I open two windows, one is the contest and one is my portfolio (Images, not Gallery, view). I do a keyword search in my Images. I decide which image(s) I want to enter and note the number(s). Then I go to the submit to contest page, find it, and submit it.
Since we can't scroll down the screen shot to do the count, we can't tell what's on yours, Dan. Have you scrolled down the entire page and counted every row? I'm always surprised by the fact that it does not LOOK like 100 images, but it is :)
Edited to add: oops. Guess I am wrong. But I'll leave my message in case my approach simplifies contest entry for someone else. Sorry, Dan.