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
(..) And disregarding it is not strength. I called his bluff, sweetheart, that's all. I knew he wouldn't have it in him to actually... Next time you gamble, bet your own life! Okay, okay, okay. A rocket? Hey! Well, not that this isn't fun, (..)2004 The Incredibles