How do I keep track of contract terms, renewals, and risk?

Managing a few contracts is memory; managing many is a system. The strain you feel is the point where your head can no longer hold every term and date, and that is not a personal shortfall. It is a signal to build something outside your head. Contracts fail quietly, through a renewal that lapsed or a clause no one reread, not through dramatic breaks. The defense is not vigilance, which tires, but a simple record that does the remembering for you. What is written down and dated cannot slip your mind at the wrong moment. Start one plain list: every contract, its key terms, its renewal date, and its main risk, in one place you check on a set day each month. It need not be fancy. It needs to be reliable and to exist outside your memory.