Experiments and simulations of an intruder dragged by a spring through a two-dimensional annulus of granular material exhibit robust force fluctuations. At low packing fractions (ϕ<ϕ_{0}), the intruder clears an open channel. Above ϕ_{0}, stick-slip dynamics develop, with an average energy release that is independent of the particle-particle and particle-base friction coefficients but does depend on the width W of the annulus and the diameter D of the intruder. A simple model predicts the dependence of ϕ_{0} on W and D, allowing for a data collapse for the average energy release as a function of ϕ/ϕ_{0}. These results pose challenges for theories of mechanical failure in amorphous materials.