Evolution in the mass function of galaxy clusters sensitively traces both the expansion history of the Universe and cosmological structure formation. Robust cluster mass determinations are a key ingredient for a reliable measurement of this evolution, especially at high redshift. Weak gravitational lensing is a promising tool for, on average, unbiased mass estimates. This weak lensing project aims at measuring reliable weak lensing masses for a complete X-ray selected sample of 36 high redshift (0.35<z<0.9) clusters. The goal of this paper is to demonstrate the robustness of the methodology against commonly encountered problems, including pure instrumental effects, the presence of bright (8-9mag) stars close to the cluster centre, ground based measurements of high-z (z~0.8) clusters, and the presence of massive unrelated structures along the line-sight.