Josh is putting his 5 million + premine in the escrow amd going to pay himself 90% of the funds every month. Pretty simple strategy.
Of course he is, it's the only way he will be able to get out of the company with any money.
Of course he isn't. It would only make sense for Josh to put his own coins into the buyback escrow if you believe that there's a CAF with tens of millions of dollars in it and that's how they're going fund the buyback. It's obvious they never had that kind of money. It wouldn't be at all surprising if they're so close to broke that they are struggling to make payroll each month.
A much simpler way for him to walk away with some money is to sell his premine coins directly to suckers who are buying. He pockets 100% of that. He's not stupid enough to put those coins into a buyback program that is doomed before it starts.
I think the assumption that GAW will stuff the escrow with their own coins is based on the belief that the amount of coins will be made public, e.g. a message signed with the escrow address will be posted and everyone will be able to see how many coins enter and how much of the payout each coin will get. In this case GAW would need to put their own XPY into escrow if they want to reduce their monthly expense from $100k to (non_gaw_coins / total_coins) * $100k.