As I understand, the 737-MAX blunder is at the core a result of bad incentive alignment baked into their deal with Southwest: Boeing was trying to avoid any FAA "differences" simulator training requirements to make more money in a fleet sales order to Southwest Airlines. If the FAA required level-D simulator training, Boeing agreed to rebate Southwest $1 million for each MAX bought. The training would have cost Southwest $2000 per head. That's $18M for their 9,000 pilots.
source: https://newrepublic.com/article/154944/boeing-737-max-invest...