Should is a terrible word, although quite profitable for psychotherapists.
Should is a very conditional word with the strong implication that not doing as you should means you are a bad person, son, father, mother, sailor, parishioner, and so on.
Sometimes the consequences are fairly benign, all of us have said to ourselves or others, "I should have reefed earlier." Even that statement is judgmental, roughly translating to: "If I was a better sailor I would have reefed earlier. I didn't so I must not be that good a sailor." A far healthier way to think about reefing too late might be: "Leaving too much sail up caused the boat to heel and make the ride uncomfortable. Next time I'll reef sooner, I've learned something."
When we leave "should" out of our decision making, we'll make better decisions and feel better about them.
Hmmm, I probably shouldn't post this because it might take away business from one of my colleagues.... damn, who should I be concerned with.....
Is it 5 o'clock yet?