You can never really have too many (unless you're going without food to buy them). Although you can have enough to see you out for a good while. I rarely have more than about 30 sticks on hand at any given time (not counting cigarillos) which is enough for a few months for me. What I fear is the constant increases in taxes, annoyance laws and other general things that make getting cigars harder and harder. If I could stock up enough to last me a lot longer I would, but the budget doesn't allow for that.