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 while he is a conservative Democrat.
( He ( ( might ( ( run ( in ( a ( general election ) ) ) ) ( while ( he ( is ( a ( conservative Democrat ) ) ) ) ) ) ) . ) )
(ROOT (S (NP (PRP He)) (VP (MD might) (VP (VB run) (PP (IN in) (NP (DT a) (JJ general) (NN election))) (SBAR (IN while) (S (NP (PRP he)) (VP (VBZ is) (NP (DT a) (JJ conservative) (NNP Democrat))))))) (. .)))