Brian
You can imagine what would happen if the heavier contents in the bottom of the box surrounding the oiler vessel shift abruptly when being carried, which may be why so many old oilers have bent spouts.

You can also imagine what a PITA it is to get the removable tray back into the box if the oiler is not perfectly positioned. And, lastly, you don't have to be a WWII guy but only a collector of any vintage tool or set or box or chest with nitnoid collectors' complexities to imagine the debates that have taken place over the correctness of 1 or 2 oiler holes (mainly because the illustrations of the GMTK in WWII manuals only shows 1)!
11,
Here is a link to a post here on this thread showing a GMTK I put in a Union Steel Chest Corp (Leroy, NY) flip-top box back in 2012. Slightly different shade of green than Don's and yours which is not unusual.
Here is a link to a close-up of one of the supporting corner feet, if you want to compare. And lastly, while I don't think this is the case,
here is a link to a Union box that outofbounds found just last year that was blue. Even though his has all the wartime characteristics, I believe it was postwar and original blue.