Digital Transformation (DT) is gaining attention in all industries. It also impacted non-profit sectors and higher education. DT evolves when connectivity technologies merge with physical assets, possibly altering value creation processes. These alterations aim to positively impact effectiveness, business models, and customer connection. However, companies face several barriers on their DT journey. It is essential to grasp the properties of these barriers to enable companies to find ways to overcome them. Therefore, we examined existing research on barriers and identified the gap. Using data from interviews and online surveys, our study unpacks the differences in the perception of barriers regarding the categories of company size, responsibility level, and employee age. To generate our results, we used a qualitative content analysis to generate frequencies of 29 barrier characteristics in seven dimensions from 1,436 statements by 525 survey participants. The most prominent barrier dimensions across all categories are Corporate Culture and Structural Mismatch. Together, they account for 35–50% of the total barrier perceptions. Moreover, the barrier characteristic deficient IT infrastructure scores somewhat similarly in all categories, with around 11% on average. Our research contributes to identifying similarities in the different categories and paves the way for higher generalizability.