I don't think there's any reason to believe gramps is rich so much as that he has a piggy bank with other people's money. That piggy bank may be getting a little empty.

This is why the whole thing seems suspicious. Normally when you run through millions of dollars and have nothing to show it but a future of losses and "going concern" warnings the owners of that money makes changes, especially with things looking as dubious as they do.

Shyla latched onto him due to oldest emotion: greed. He had a seemingly bottomless piggy bank he'd a let her dip into in return for "favors" no doubt.