We numerically study the dissipative transverse field Ising model in a bosonic bath with Ohmic spectral density. We present Monte Carlo techniques for studying this model in previously inaccessible regimes of strong frustration. We then consider a well-studied limit of this model, infinite-separation, and further show that even for finite separations there is no magnetic ordering associated with the case of an infinite bath cutoff frequency. We discuss future applications for the Monte Carlo method.