The mayor is 'gambling' that the new policies will help rather than hurt the city.
The company is 'gambling' [='betting, risking'] everything 'on' this strategy.
people who lost money 'gambling' in the stock market
(..) His partner in those stupid restaurants, Larocque. Raymond Larocque, the casino owner. Gluant would steal money from the restaurants and use it to gamble. My guess is Larocque got fed up... ...and had him killed. Bizu, I like you. I'm going to help you. You and I are going to make (..)2006 The Pink Panther