This is difficult to explain, but I'll try. In this case, 'game' is used as a metaphor for something else. In the literal sense, if you join a game late, you may be at a disadvantage because points may have already been scored, etc. You can take that meaning and use it to describe real situations such as careers, education, etc... i.e. "He started his finance career so late in the game." This means the person entered this career really late and may have some disadvantages as compared to those who started earlier.