YOU SAID:
if this doesn't work it'll be awkward
INTO JAPANESE
これが機能しない場合、それは厄介になります
BACK INTO ENGLISH
If this doesn't work, it gets awkward
INTO JAPANESE
これがうまくいかない場合、それは厄介になります
BACK INTO ENGLISH
If this doesn't work, it gets awkward
That didn't even make that much sense in English.