Stray current is a relevant phenomenon in particular for DC electrified transportation systems, affecting track and infrastructure within the right of way and other structures and installations nearby. It worsens with time and the level of protection depends on timely maintenance, as well as correct design choices. The assessment of track insulation is the starting point for both stray current monitoring systems and at commissioning or upon major changes. Standardized methods (ref. EN 50122-2 or IEC 62128-2) have been almost unchanged in the last 20 years but suffer from accuracy issues and variability due to parameters and conditions not under the operator’s control. The uncertainty of test methods is increasingly important now that contractual specifications require a high level of insulation for new systems. A critical discussion and analysis of the sources of variability and practical constraints is proposed, followed by an evaluation of uncertainty, with the objective not only to assess the accuracy of the provided results, but also to foster research on innovative, more flexible and accurate methods.