Raymundo asks Bobby debate questions from the internet and Bobby takes on things like "does a straw have one hole or two" and "Is it okay to recline your seat on an airplane?" . Listener Kimberly calls in to try and win a pair of Bobby's shoes. She picks Riddle Me This and puts two show members against each other to try and win her the prize. Lunchbox brings in his resume and has us evaluate it. He also brings in his sample for us to judge.

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