Oh it's been a while since I installed Image Handler but I want to say were using v2 as well.

We use the image-name_1.jpg and image-name_2.jpg and have gotten it to work up to 3 pictures. Did just see your comment about setting a higher limit to the number of additional photos and will look at that in a moment, so thanks for that +)

Example: http://www.eccolights.com/index.php?...roducts_id=750

Anyways, what I have found in our trials is we either placed the additional photos in the wrong directory (always find it needs to be in the same directory as the original you uploaded).

Now as for size, with our painted glass we do we like big pictures to see detail and haven't had an issue with the photos being too big at all. Even one's I forgot to crop down or resize popped up HUGE so don't think your size is to blame.

Hope this helps some and while I'm still new, just trying to lend a hand =)