. I’ve found it most useful when I have a big decision and set aside time to work through options — for example, during quarterly planning (read Lenny Rachitsky’s
Most priority exercises are one dimensional (”vote on your top 3 priorities”). This works when you need to make a quick decision. However, many situations call for a deeper understanding of how your team actually feels. The $100-dollar exercise adds a second dimension of weight. So not only do you end up with a ranked list of priorities, but you also understand how much your team favors some ideas over others (”the #1 idea is 4x as important as the #2 idea”).