If in your definition if there was a gamble I would describe the gamble this way.
the gamble was on Jenny's attitude, will the bit** be evil or not that was the only gamble before Nov 2017. And I bet on her head thinking she was not evil and she would make it right but I lost the gamble.
Fast forward six months to May 2018 I'm gambling again(in your definition). This time again the 1700 stocks bets on jenny's head, will the bit** be evil or not? that's the only bottom line here.