Expressions used in Everyday Spoken English in Social and Professional contexts
If you take 'a roll of the dice', you take a chance in the same way you would if you were gambling. You might be planning to open a new business or invest in someone else's new project, or maybe you're returning to education in the hope of pursuing your dreams. Whatever it is, if you think it's a risk worth taking, then you are likely to 'roll the dice' or 'take a roll of the dice'. It's similar to saying you are going to 'give it a shot'.