If he were someone who was an assistant, with an ailing mother to support, well, it would be impossible.
( ( If ( he ( were ( someone ( who ( ( ( was ( an assistant ) ) , ) ( with ( an ( ailing ( mother ( to support ) ) ) ) ) ) ) ) ) ) ) ( , ( well ( , ( it ( ( would ( be impossible ) ) . ) ) ) ) ) )
(ROOT (S (SBAR (IN If) (S (NP (PRP he)) (VP (VBD were) (NP (NP (NN someone)) (SBAR (WHNP (WP who)) (S (VP (VBD was) (NP (DT an) (NN assistant)) (, ,) (PP (IN with) (NP (DT an) (VBG ailing) (NN mother) (S (VP (TO to) (VP (VB support))))))))))))) (, ,) (ADVP (RB well)) (, ,) (NP (PRP it)) (VP (MD would) (VP (VB be) (ADJP (JJ impossible)))) (. .)))
He'd be able to do it even with a sick mom. 
( He ( ( 'd ( be ( able ( to ( ( ( do it ) even ) ( with ( a ( sick mom ) ) ) ) ) ) ) ) . ) )
(ROOT (S (NP (PRP He)) (VP (MD 'd) (VP (VB be) (ADJP (JJ able) (S (VP (TO to) (VP (VB do) (NP (PRP it)) (ADVP (RB even)) (PP (IN with) (NP (DT a) (JJ sick) (NN mom))))))))) (. .)))