Just heard AMA with Grant, and got an Idea to minimise player grief.
Grant was talking about an indicator to show progress, and at a certain level the map would start to shrink.
That indicator should indicate zero at the time of shrinking. That way all players will feel they got the full loot, but some players can squeeze out extra (go into negative territory for example).
This simple implementation would largely mitigate casual players feeling they left money on the table.
DISCLAIMER:
Just an Idea - not something the team NEEDS to implement and doesn’t HAVE to slow down development towards open beta. The team might have thought about it already. Etc etc etc…