Cold wakes generated by cyclones enhance productivity and impact the local air-sea interaction, paths and intensities of subsequent storms in the region. However, in-situ observations of the recovery across such wakes are rare. A cold wake in the Arabian Sea was surveyed using multiple ship-board instruments approximately 10 days after the passage of Cyclone Biparjoy in 2023. The wake, nearly 30 \unit{\km} wide, had a stronger (weaker) buoyancy gradient at its eastern (western) edge and assumed a upfront (downfront) orientation relative to the south-westerly monsoon winds. This resulted in notable asymmetry in vertical temperature, salinity and velocity structures at the edges of the wake. While the wake recovery following a cyclone is often attributed to one-dimensional diurnal heating and cooling process, these observations underscore the role of coupling of monsoon winds and the underlying three-dimensional submesoscale fronts in speeding the recovery of a slow-moving cyclone through various submesocale processes.