Epidural analgesia involves injection of anesthetics into the epidural space, using a Touhy needle to proceed through the layers in the epidural region and a "loss of resistance" (LOR) syringe to sense the environment stiffness. The anesthesiologist's case experience is one of the leading causes of accidental dural puncture and failed epidural - the two most common complications of epidural analgesia. Robotic simulation is an appealing solution to help train novices in this task. Another benefit of it is the ability to record the kinematic information throughout the procedure. In this work, we used a haptic bimanual simulator, that we designed and validated in previous work, to explore the effect LOR probing strategies had on procedure outcomes. Our results indicate that most participants probed more with the LOR syringe in successful trials, compared to unsuccessful trials. Furthermore, this result was more prominent in the three layers preceding the epidural space. Our findings can assist in creating better instructions for training novices in the task of epidural analgesia. We posit that instructing anesthesia residents to use the LOR syringe more extensively and educating them to do so more when they are in proximity to the epidural space can help improve skill acquisition in this task.