Numerical simulations have become a cornerstone technology in the development of nanophotonic devices. Specifically, 3D finite-difference time domain (FDTD) simulations are widely used due to their flexibility and powerful design capabilities. More recently, FDTD simulations in conjunction with a design methodology called inverse design has become a popular way to optimize device topology, reducing a device’s footprint and increasing performance. We implement a commercial inverse design tool to generate complex grating couplers and explore a variety of grating coupler design methodologies. We compare the conventionally designed grating couplers to those generated by the inverse design tool. Finally, we discuss the limitations of the inverse design tool and how different design strategies for grating couplers affect inverse design performance, in terms of both computational cost and performance of the resulting device.