When you save an image to send to someone, change it just a little so that the file doesn't get filtered out of comms.

Example - I saved this image direct from the notables. Tried 3 times to send in gmail to a friend (yes, I know gmail…). But anyways, all 3 times Gmail gave an error. I opened it up in Paint, saved as a JPG. Same result, it wouldn't let me upload the image.

Then I skewed the image by 2 degrees, and changed size by 100 pixels horizontal to save as an original image.

Uploaded it just fine.

People will jump on now and say I'm a retard for using muh Gmail. But so do lots of people you would be sending this to.

Be aware they are watching and filtering the files out from comms. Alter images a bit so email servers don't filter.