This paper describes the initial operational experience gained from testing Linac Coherent Light Source II (LCLS-II) cryomodules at Fermilab's Cryomodule Test Facility (CMTF). Strategies for a controlled slow cooldown to 100 K and a fast cooldown past the niobium superconducting transition temperature of 9.2 K will be described. The test stand for the cryomodules at CMTF is sloped to match gradient in the LCLS-II tunnel at Stanford Linear Accelerator (SLAC) laboratory, which adds an additional challenge to stable liquid level control. Control valve regulation, Superconducting Radio-Frequency (SRF) power compensation, and other methods of stabilizing liquid level and pressure in the cryomodule 2.0 K SRF cavity circuit will be discussed. Several different pumping configurations using cold compressors and warm vacuum pumps have been used on the cryomodule 2.0 K return line and the associated results will be described.