The paper extends the optimal delegation framework pioneered by Holmström (1977, 1984) to a dynamic environment where, at the outset, the agent privately knows his ability to interpret decision relevant private information received later on. We show that any mechanism can be implemented by a menu of delegation sets and characterize the optimal menu for the uniform quadratic case. Sequential delegation is strictly better than static delegation whenever the conflict of interest is small, the agent's ability is sufficiently dispersed, and the likelihood of facing a high ability agent is sufficiently small.