Tim starts off by promising this will be an all karaoke episode but quickly loses interest and begins discussing the harmonies in Neil Young songs at detail instead. Instead the guys decide to do an all Tim and Tom Solve Your Problems to officially open the gates for listeners to send in their problems for the upcomingNew York City and European shows in March. The first problem is a follow-up from Terrence, who previously wrote in to complain about not being able to attract girls as easily now that he works for a non-profit. Now he wants to know how to make friends as a single man in his 30s. This of course leads to a discussion of old grizzled surfer guys, the time Tim did a 360 on a boogie board and the time he almost killed himself trying to surf. Tom explains the difference between wet suits and dry suits and Tim's parents buy a young Tim a custom-made bootleg Scottie Pippin jersey.
Lastly Tim and Tom solve Katrina's problem concerning her male BFF systematically working his way through all of her friends' pants and Carolyn asks us to solve her problem concerning the return of The Office DVDs lent to a friend a long time ago.