I have encountered somewhat the same problem. In my case, it seems to be intermittent - that is, I don't think it occurs every time you add stamps, but when I encounter it, it seems quite persistent. I have had some luck simply closing the current window and re-opening, but it sometimes takes several tries before StampManage displays the correct stamp. This is not a solution, but I will back you up on the fact that this condition exists.
Good luck,
Gerry F