The requirement that particles propagate causally on non-trivial backgrounds implies interesting constraints on higher-derivative operators. This work is part of a systematic study of the positivity bounds derivable from time delays on shockwave backgrounds. First, we discuss shockwaves in field theory, which are infinitely boosted Coulomb-like field configurations. We show how a positive time delay implies positivity of four-derivative operators in scalar field theory and electromagnetism, consistent with the results derived using dispersion relations, and we comment on how additional higher-derivative operators could be included.We then turn to gravitational shockwave backgrounds. We compute the infinite boost limit of Reissner-Nordström black holes to derive charged shockwave backgrounds. We consider photons traveling on these backgrounds and interacting through four-derivative corrections to Einstein-Maxwell theory. The inclusion of gravity introduces a logarithmic term into the time delay that interferes with the straightforward bounds derivable in pure field theory, a fact consistent with CEMZ and with recent results from dispersion relations. We discuss two ways to extract a physically meaningful quantity from the logarithmic time delay — by introducing an IR cutoff, or by considering the derivative of the time delay — and comment on the bounds implied in each case. Finally, we review a number of additional shockwave backgrounds which might be of use in future applications, including spinning shockwaves, those in higher dimensions or with a cosmological constant, and shockwaves from boosted extended objects.