This document discusses the challenges of market timing and outlines two approaches financial advisors can take when designing investment portfolios for clients. The first takes a more "authoritative" approach where the advisor implements whatever is needed to achieve the client's goals regardless of risk tolerance. The second takes a more "accommodative" approach where the advisor educates the client and ultimately accommodates their investment wishes. The author argues that sometimes clients' goals themselves carry more risk than their investment portfolios, and the sensible approach is to identify goals consistent with a client's risk tolerance.