I tried to post an image off of my phone earlier today and it failed to upload to WordPress.com. I tried a couple of times without success. I eventually uploaded it to Flickr and pulled the link in from there. That worked.
The last time this happened to me it was because my wordpress.com account was out of storage space. I just checked the media library and wouldn’t you know it, I am out of space again. I cleared off about 1% by replacing hosted images with the same images from Flickr so I can upload stuff if I need to, but grrrrrr.
I already have a paid account. Last time this happened I didn’t want to upgrade to the next highest tier account. This time I might do it. My available space will more than double. I don’t want to, but I am sick of this crap. I might just do it. Grrrrrr