He never says the rite thng!?

ive been through a recent heartbreak. and my friend doesnt do anythng to help me feel better. hes my ex's best friend and my best friend too. but wat ever he says somehow hurts me more. and i dont know if hes doing it on purpose or if its unintentionally. i told him nicely u nvr say the rite thng at the rite time and he apologised a million times. but he still doesnt know wen to say wat. What should I do?