I figured it out. The jpeg was around 500 kb but when I converted it to png it was ~2.3 mb. I think images won't upload if the png is over 2 mb, not the file. Anyways I scaled it down and now the png is under 2 mb and it works
For some reason I can't add any more text to that post either, but the image is less than 1 mb jpeg so size isn't a problem
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