After I left the "Organization" I started to play cards for fun and profit. Don't judge :-) You learn a lot of about psychology doing that. I think a lot of JWs exhibit what is known as "loss aversion" - aka "chasing your loses". You watch people at the table invest/lose $1000, then they lose $10,000 trying to gain their original, $1000. They can't walk away from their original loss and in a few hours their down $100,000. And because of desperation they play badly and recklessly.
A witness who served looking to 1975 as a payoff then doubles down to 1984, then to 2014, etc. They are invested. They are chasing the loss and can't walk away from the table.