Here's how I post photos on TrumpetBoards:
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Make sure there's a photo on the hard drive, whether in Pictures or Downloads.
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Use https://fileminimizer-pictures.en.softonic.com/download to compress the file.
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Click on the Upload Image icon (second from the right above the message body in Reply on TrumpetBoards).
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, Select the FILEminimizer version of the image.
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Click Open (my example result below).