The COVID-19 pandemic forced businesses of all sizes to rapidly accelerate their digital transformation. SMEs, despite their limited resources, emerged as key protagonists in this narrative, demonstrating remarkable adaptability and resilience. A UK-Portugal study reveals fascinating insights into their digital transformation journeys during the crisis, highlighting their focus on data-driven strategies, user-friendly solutions, and strategic pivots. While larger enterprises received more attention and support, governments should focus on providing more extensive assistance to SMEs, especially in non-pandemic times. Additionally, fostering an environment that encourages tech-oriented entrepreneurship is essential. As the world navigates future crises, the pandemic’s lessons offer valuable guidance to businesses of all sizes. The ability to adapt swiftly and embrace digital practices is paramount, with SMEs demonstrating their potential as major drivers of innovation and resilience.