There's a bug in AutoKey where Unicode characters aren't printed. AutoKey is also written in Python 2.7, which has less-than-stellar Unicode support. Instead of adding a "Phrase", create a "Script"

        x = u'¯\_(ツ)_/¯'
        codes = [str(hex(ord(i)))[2:].zfill(4) for i in list(x)]

        for code in codes:
            keyboard.send_keys("<ctrl>+<shift>+u+" + code)
            keyboard.send_keys("<ctrl>")

Or, you know, you could like just, use autokey-py3, man.