I had trouble, too, until I finally figured it out. If you click Manage Attachments below the message, you get a window File Upload Manager with a shaded box Add Files in the upper right. Clicking that gives you the opportunity to Choose Files. Clicking that opens the documents on your computer. You can highlight one of your photos and click Upload. It will appear on the original Manage Attachments screen and give you the choice Insert Inline. That will put the pic in your post wherever your cursor was. I then preview the post to make sure it's there, then post.
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This rifle, BTW, is a Winchester battlefield pick-up in Germanyafter the war... just wrote an article on it for the GCA
Journal. it's all original 2405606, quite a find recently acquired by one of our members in Madrid.