To upload a file directly, it must be less than 500kb. Click on the "More Reply Options" button and scroll down to "Attach Files". You can also upload them to a website like Photobucket.com which will generate a link for the images. Then you can use the Image tool (below & left of the Smilie in the toolbar). With this method, you don't have the size limitation. As far as privacy issues, I would say that's a judgment call. The NARA considers almost all WWII era personnel records "archival", which means they are available to the general public.