Jason, think you need to take a step back here and understand how a 220v circuit operates. A 220v circuit consists of 2/120v wires (L1&L2). One of the 120v wires will be wired directly to whatever you are powering, the other one will be switched. Study the diagram that Bama posted.
@Bama Rambler the timer is at least five years old. It was installed when I bought the house. If it is dead, I'm thinking of getting a new timer (maybe not Intermatic), adding a GFCI outlet, and maybe some remote control functionality. This is for an indoor pool. The pump closet is protected from weather so I don't have any space or environmental constraints.