Previous work on personnel airdrop problems involving jumpers has been (1) event-oriented entanglement rates, (2) number of canopy bumps, (3) landing injuries, and (4) deaths. The thesis expands this area of research by developing cumulative distribution functions of maximum possible chute entanglement risk for the C-17 using bootstrap techniques. By comparing the effects of various C-17 aircraft configurations on the entanglement CDF, this thesis shows that under certain configurations the risk of centerline entanglement for the C-17 is less than for the C-141
