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Yes–I get a gray box with the 2.1MB pic, also with an 888KB pic. And yes you’re right, I was thinking of KB when I said I thought 256MB was too small ??

I installed/activated the Optimal plugin, which is one the WP article suggested, but it doesn’t seem to have helped. I was testing that out as an automated solution for optimizing my images for web. I’m not sure if there’s something else I need to do for that to work, or if I should just try a different plugin. Sounds like the most proper way would be for me to figure out how to manually optimize images for each purpose (like you said–header image, bio image, etc). I just kinda thought (mainly, I guess!) that WP would automatically resize these as appropriate when I uploaded.

Actually I just found this blog post–I’ll try the things mentioned here! https://www.wpbeginner.com/beginners-guide/speed-wordpress-save-images-optimized-web/

Hi Kim–thank you so much for your post! I think you may be onto something with the file size. I was trying to use a pic I took in portrait mode on my iPhone and it was 2.1MB! I reduced it to 888KB but the upload still failed; there’s actually text on the upload window that says the max upload size is 256MB–that seems really low and would require the photo quality to be pretty poor, it seems? It also says the recommended dimensions are 430x110pixels. I tried saving my pic with these dimensions, but it won’t let me–if I type in 430 for one dimension, it automatically changes the other dimension (I guess to keep the correct aspect ratio). Any ideas?