I fly around 6x/yr but I still found it useful enough to get the lifetime plan. I suppose if I only flew once per year I wouldn't have gotten it, but I don't mind paying ~$10/flight (probably even lower by now, and who knows what it will drop to by the time Flighty stops working, hopefully more like ~$1/flight). A typical trip might cost in the range of ~thousands of dollars so $10 to reduce my stress levels when there is a delay is worth it in my book.
For example... if there's a delay and so because you found out sooner you can stay home an extra hour instead of sitting at the airport I would pay $10 for that.