Question

Is there a more elegant way to write this statement? I find myself writing ones similar quite a lot.

if ('.jpg' in imagename[0].lower() or '.png' in imagename[0].lower() or '.jpeg' 
    in imagename[0].lower()):

Answer 1

You probably want

if imagename[0].lower().endswith((".jpg", ".jpeg", ".png")):
    # whatever

Note that str.endswith() accepts a tuple of strings. Also note that this code is not equivalent to yours, since it only checks for the mentioned strings at the end of the filename, but chances are that this is your intention.