you might think he was running for office -- or trying to win over a probation officer 
(ROOT (S (NP (PRP you)) (VP (MD might) (VP (VB think) (SBAR (S (NP (PRP he)) (VP (VBD was) (VP (VP (VBG running) (PP (IN for) (NP (NN office)))) (, --) (CC or) (VP (VBG trying) (S (VP (TO to) (VP (VB win) (PRT (IN over)) (NP (DT a) (NN probation) (NN officer))))))))))))))
(ROOT (S (NP (PRP )) (VP (MD ) (VP (VB ) (SBAR (S (NP (PRP )) (VP (VBD ) (VP (VP (VBG ) (PP (IN ) (NP (NN )))) (, ) (CC ) (VP (VBG ) (S (VP (TO ) (VP (VB ) (PRT (IN )) (NP (DT ) (NN ) (NN ))))))))))))))