Two things:
1) Most men don't like losing their hair - even if they kept it short their whole lives. In general, people look better with hair regardless of how short it is. So there is the aesthetic aspect. Additionally, people associate hair with youth. So there is the aging aspect as well. If you can deal with aging and perhaps, arguably, not looking quite as good as you did with hair (and there are plenty of exceptions to this statement), then you are doing good!
2) Even if you have a bald head, it still doesn't mean you won't need hair cuts - and the price will be the same regardless of how much hair you have. The most bald men still have this "horseshoe" like fringe of hair around their heads (ears and back) that must be cut. And no hair stylist will give you a discount because you have less hair. If you cut it yourself, fine - but ask someone to make sure it looks good (often it doesn't). And if you choose to shave your head completely, that is also fine - but be prepared to shave your head a lot more than once a month.
In other words, sorry mate, but going bald won't help you save any $$. And many men and women spend a small fortune trying to give themselves more hair.