This study explores the performance and impact of Digital Academic Spin-offs (DASO) compared to traditional academic spin-offs. Academic entrepreneurship through spin-offs is vital for technological and economic development. While various factors influencing Academic Spin-offs’ performance have been examined, the role of digital technologies in academic entrepreneurship remains underexplored. This chapter addresses this gap by analyzing financial and economic data from 294 spin-offs from major Italian Universities over the past decade. Using Generalized Estimating Equations, the study evaluates the impact of digital technologies, intellectual property, gender diversity, governance structures, and company age on spin-off performance. The results show that digital technologies significantly enhance spin-offs’ business performance, while the effects of intellectual property are more complex. Gender diversity and governance structures, highlighting areas for further research. The findings suggest that DASO outperforms non-digital peers, emphasizing the need for continued development in digital technology entrepreneurship within academic environments.