It's making me crazy too. They changed something several months back and now it's a pita.
I have to re-size nearly every photo to be just under 2MB before uploading it.
Here's a quote from a FordBarn FAQ... (red color for emphasis)
What files types can I use? How large can attachments be?
In the attachment window you will find a list of the allowed file types and their maximum sizes. Files that are larger than these sizes will be rejected.There may also be an overall quota limit to the number of attachments you can post to the board.
How do I add an image to a post?
If you have uploaded an image as an attachment, you can click the arrow next to the 'Attachment Icon' and select it from the list. This will be inserted into your post and can be located where you want it displayed.
https://www.fordbarn.com/forum/faq.p...l&titlesonly=0