Abstract-This paper seeks to answer fundamental questions about trade-offs between static and dynamic security analysis. It has been previously shown that flow-sensitive static information-flow analysis is a natural generalization of flowinsensitive static analysis, which allows accepting more secure programs. It has been also shown that sound purely dynamic information-flow enforcement is more permissive than static analysis in the flow-insensitive case. We argue that the step from flow-insensitive to flow-sensitive is fundamentally limited for purely dynamic information-flow controls. We prove impossibility of a sound purely dynamic information-flow monitor that accepts programs certified by a classical flow-sensitive static analysis. A side implication is impossibility of permissive dynamic instrumented security semantics for information flow, which guides us to uncover an unsound semantics from the literature. We present a general framework for hybrid mechanisms that is parameterized in the static part and in the reaction method of the enforcement (stop, suppress, or rewrite) and give security guarantees with respect to terminationinsensitive noninterference for a simple language with output.