This paper explores the incorporation of workbased learning in the Digital and Technology Solutions Specialist (DTSS) Master's degree apprenticeship programme in a London-based Higher Education Institution. Specifically, innovative work-based assessments are introduced aimed at utilising workplace resources while meeting academic requirements. Challenges highlighted include balancing academic requirements and business needs as well as supporting learners, employers and academic staff in embracing and implementing the work-based nature of the assessments without compromising academic standards and quality of learning. Lessons are drawn for higher education institutions that consider introducing similar programmes.