Which I pretty explicitly acknowledged. To say he lost the money is probably not ideal as for all we know he might make more under his new circumstances. He definitely shifted risk towards himself in exchange for more control though.
The flip side is, he’s got tens of millions of dollars- if he for whatever reason hated Oakland and wanted to be in New England... there’s little in his life stopping him from saying “f it, let’s make it happen”
its hard to relate to as a a bunch of guys that likely mostly need their jobs but I’m sure most of us have had the day dream before when walking out after a bad day at work.