Its such a shame because Kendall would have won over the siblings if he hadn't let his ego ruin everything. The whole cocky side of him, putting his feet up on his dad's desk, his arrogance, he completely ruined his chance. If he was humble, and showed maturity, then I think Shiv wouldn't have found the idea of him being CEO repulsive
Roman and Shiv's endorsement was grudgingly given. This was weakest vote of confidence ever. Yes, the betrayal by Shiv and Roman was spite, but Tom's presence in Shiv's head and stomach made it easier for her to vote against Kendall. In truth, Roman's NO vote at the board meeting was weak, too. Neither sibling really wanted their brother. Shiv took the fall for both of them.