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
(..) He inferred that universe ending paradoxes would ensue should he break his promise. You lied? - Oh. I implied. - A gamble? An act of faith. One I hope you will repeat in the future in Starfleet. In the face of extinction it is only logical I resign my Starfleet commission (..)2009 Star Trek
(..) Lannisters made you one of the great lords of Westeros. Yet, here you are in the North, undermining them. Why gamble with your position? Every ambitious move is a gamble. You gambled when you drove a dagger into Robb Stark's heart. It appears that your gamble paid off. You're Warden of the North. (..)2015 TvShow: Game of Thrones Title: High Sparrow Season: 5 Episode 3
(..) In addition to Naomi and my two perfect kids, I own a mansion, private jet, six cars, three horses, two vacation homes and a foot yacht. I also gamble like a degenerate, I drink like a fish, I fuck hookers maybe five-six times a week. I have three different Federal agencies looking to indict me. (..)2013 The Wolf of Wall Street