I always thought this song meant the man singing was unfaithful in the past, or he did something awful, creating problems in their marriage and the woman lost trust in him over time. She wants to give up and leave him so she could be free. But now regretting his mistake, he is desperate not to lose her. This song is basically a plea to for her to stay, saying "put your money on me" as a bet that he won't hurt her like that again, that he will grow old with her and not to worry. Obviously "put your money on me" is the appropriate phrase for this song because of the album's corporate-age theme.
I always thought this song meant the man singing was unfaithful in the past, or he did something awful, creating problems in their marriage and the woman lost trust in him over time. She wants to give up and leave him so she could be free. But now regretting his mistake, he is desperate not to lose her. This song is basically a plea to for her to stay, saying "put your money on me" as a bet that he won't hurt her like that again, that he will grow old with her and not to worry. Obviously "put your money on me" is the appropriate phrase for this song because of the album's corporate-age theme.