Then he shoots his bolt and wad by taking a long shot at some one-shot deal that will win him the whole shooting match.
( Then ( he ( ( ( shoots ( his ( ( bolt and ) wad ) ) ) ( by ( ( taking ( a ( long shot ) ) ) ( at ( ( some ( one-shot deal ) ) ( that ( will ( ( win him ) ( the ( whole ( shooting match ) ) ) ) ) ) ) ) ) ) ) . ) ) )
(ROOT (S (RB Then) (NP (PRP he)) (VP (VBZ shoots) (NP (PRP$ his) (NN bolt) (CC and) (NN wad)) (PP (IN by) (S (VP (VBG taking) (NP (DT a) (JJ long) (NN shot)) (PP (IN at) (NP (NP (DT some) (JJ one-shot) (NN deal)) (SBAR (WHNP (WDT that)) (S (VP (MD will) (VP (VB win) (NP (PRP him)) (NP (DT the) (JJ whole) (NN shooting) (NN match)))))))))))) (. .)))
He didn't think he'd hit the mark, but figured he'd take a long-shot. 
( He ( ( ( ( ( ( did n't ) ( think ( he ( 'd ( hit ( the mark ) ) ) ) ) ) , ) but ) ( figured ( he ( 'd ( take ( a long-shot ) ) ) ) ) ) . ) )
(ROOT (S (NP (PRP He)) (VP (VP (VBD did) (RB n't) (VP (VB think) (SBAR (S (NP (PRP he)) (VP (MD 'd) (VP (VB hit) (NP (DT the) (NN mark)))))))) (, ,) (CC but) (VP (VBD figured) (SBAR (S (NP (PRP he)) (VP (MD 'd) (VP (VB take) (NP (DT a) (NN long-shot)))))))) (. .)))