You wonder whether he could win a general election coming out of the right lane of the Democratic Party.
( You ( ( wonder ( whether ( he ( could ( win ( ( a ( general election ) ) ( ( coming out ) ( of ( ( the ( right lane ) ) ( of ( the ( Democratic Party ) ) ) ) ) ) ) ) ) ) ) ) . ) )
(ROOT (S (NP (PRP You)) (VP (VBP wonder) (SBAR (IN whether) (S (NP (PRP he)) (VP (MD could) (VP (VB win) (NP (NP (DT a) (JJ general) (NN election)) (VP (VBG coming) (PRT (RP out)) (PP (IN of) (NP (NP (DT the) (JJ right) (NN lane)) (PP (IN of) (NP (DT the) (JJ Democratic) (NN Party)))))))))))) (. .)))
He might run in a general election for governor while he is a conservative Democrat.
( He ( ( might ( ( run ( in ( ( a ( general election ) ) ( for governor ) ) ) ) ( while ( he ( is ( a ( conservative Democrat ) ) ) ) ) ) ) . ) )
(ROOT (S (NP (PRP He)) (VP (MD might) (VP (VB run) (PP (IN in) (NP (NP (DT a) (JJ general) (NN election)) (PP (IN for) (NP (NN governor))))) (SBAR (IN while) (S (NP (PRP he)) (VP (VBZ is) (NP (DT a) (JJ conservative) (NNP Democrat))))))) (. .)))