The size of an individual is a key feature influencing and determined by a species' life history and ecology. Here, I consider how life-history plasticity within a single species can influence the outcome of food web interactions along a productivity gradient. An individual can either reproduce early but remain susceptible to predators throughout its life (strategy 1) or delay reproduction and grow to a predator-invulnerable size refuge (strategy 2). At low productivity, strategy 1 is favored because the probability of growing to a size refuge is low compared to the probability of being eaten. Here, the system is consumer controlled, and predators have large effects on the food web. At high productivity, strategy 2 is favored because high food availability increases the probability of prey attaining size refuge before being eaten. Consequently, the system becomes less consumer controlled, and predators have weaker effects on food web dynamics. At intermediate productivity, either strategy 1 or strategy 2 can be favored, depending on the initial conditions of the system. Field and laboratory experiments with a common freshwater snail Helisoma trivolis and its insect predator Belostoma flumineum support both the key assumptions and predictions of the models.