Compact dark matter has been efficiently constrained in the M <~ 10 M_sun mass range by null searches for microlensing of stars in nearby galaxies. Here we propose to probe the mass range M >~ 10 M_sun by seeking echoes in gamma-ray-burst light curves induced by strong lensing. We show that strong gravitational lensing of gamma ray bursts (GRBs) by massive compact halo objects (MACHOs) generates superimposed GRB images with a characteristic time delay of >~ 1 ms for M >~ 10 M_sun. Using dedicated simulations to capture the relevant phenomenology of the GRB prompt emission, we calculate the signal-to-noise ratio required to detect GRB lensing events as a function of the flux ratio and time delay between the lensed images. We then analyze existing data from the Fermi/GBM and Swift/BAT instruments to assess their constraining power on the compact dark matter fraction f_DM. We find that this data is noise limited, and therefore localization-based masking of background photons is a key ingredient. Future observatories with better sensitivity will be able to probe down to the f_ DM >~ 1% level across the 10 M_sun <~ M <~ 1000 M_sun mass range.
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