Purpose: The Otolaryngology Head and Neck Surgery (OHNS) training scheme in Aotearoa New Zealand and Australia has undergone extensive changes over the last decade with a marked increase in the number of work based assessments (WBA) that must be completed throughout training. The current paper based system places a significant administrative burden on trainees in addition to the existing clinical duties. WBA tools have been utilized for many years overseas with positive feedback. We aim to compare satisfaction rates with, and opinions of, the existing paper based assessment model with the proposed WBA for trainees and consultant supervisors. Method: The prospective study includes two surveys, the first for the current paper based assessment and the second for the WBA. Surveys are sent to all current OHNS NZ Trainees and ORL Departments in New Zealand. The responses are collected anonymously on SurveyMonkey. The first survey is completed six months prior to the introduction of WBA and the second survey completed 18 months after implementation. Results: 71 responses were collected for the first survey on paper based assessment and 58 responses for the second survey on WBA. Respondents found WBA easier to complete (p=0.03), less time consuming (p=0.003), less stressful (p=0.05) and the format less restricting (p=0.011) compared to paper based assessments. Thematic analysis found paper based assessments to be complex, with excessive detail and often not applicable to procedures being assessed. Technical challenges related to access and completion of the WBA were raised. Respondents found consultant engagement a challenge for both assessment platforms. Conclusion: Overall, respondents were positive with the digital transition. The issues raised mostly surround usability rather than feasibility. We expect with greater familiarity of the WBA, there will be greater engagement from both trainees and supervisors.