How do you keep dry skin at the tip of fingers from cracking and bleeding in the winter?

Gloves. Moisturizer. Protect hands at work and use moisturizer such as cerave, neutrogena norwegian formula especially on winter in northeast and midwest.
Night care. If the cracking and bleeding do not respond to daily moisturizers, a useful technique just prior to going to sleep is to slather your fingers in skin cream and then put on rubber gloves and wear them while you sleep.