Is it a good idea to take pain relief medicine while doing a football tryout?

Self Medication: You do not specify the type of medication. I may take a couple of advil (ibuprofen) before I do something athletic, but i would neve take a prescription medication prior to a workout, or tryout. Too many reasons to list here, but masking real pain, fatigue or euphoria, drug testing etc are just a few. If you are up to the sport - go do it. If not, see a sports medicine physician for help.