I'm thinking Boa might be in the flashback, or at least have a connection to Kuma. Both are ex CD slaves turned warlords and he sent Luffy over to Amazon Lily. This makes perfect sense if he knows shes an escaped CD slave.
If he survived long enough Boa would eventually learn about Luffy punching the CD and warm up to him. Kuma (in this scenario) knows very well how much she hates the CDs, and the punch is probably what compelled him to sacrifice himself for the SHs. He probably assumed she'd give him a ride somewhere else at least.
If he survived long enough Boa would eventually learn about Luffy punching the CD and warm up to him. Kuma (in this scenario) knows very well how much she hates the CDs, and the punch is probably what compelled him to sacrifice himself for the SHs. He probably assumed she'd give him a ride somewhere else at least.