Please make checks payable to Indiana University Foundation.
( Please ( ( make ( checks ( payable ( to ( Indiana ( University Foundation ) ) ) ) ) ) . ) )
(ROOT (S (INTJ (UH Please)) (VP (VB make) (S (NP (NNS checks)) (ADJP (JJ payable) (PP (TO to) (NP (NNP Indiana) (NNP University) (NNP Foundation)))))) (. .)))
Please make your checks out in the amount of over 50 million dollars. 
( Please ( ( ( make ( your checks ) ) ( out ( in ( ( the amount ) ( of ( ( over ( 50 million ) ) dollars ) ) ) ) ) ) . ) )
(ROOT (S (INTJ (UH Please)) (VP (VB make) (NP (PRP$ your) (NNS checks)) (PP (RB out) (IN in) (NP (NP (DT the) (NN amount)) (PP (IN of) (NP (QP (RB over) (CD 50) (CD million)) (NNS dollars)))))) (. .)))