When I got to 40 or so... I had the sense when I looked back over my life I would actually see a mess of decisions, a few of which I had thought about, some of which I had sort of stumbled on, and many that I had no control over whatsoever.
Keep it in tune with the times, but don't write with the specific purpose of trying to create a hit. If you're doing it strictly to make money, you're crazy. There are easier ways to make money.