Our analysis suggests that Bulgarian enterprises do not use the opportunities offered by digital transformation, performing worse than their regional counterparts. Although they benefit from access to relatively good digital infrastructure, they lag behind in the adoption of digital technologies, especially in the area of e-commerce and cloud computing services. The most important obstacle to their digital takeover is the very low level of digital skills of the human capital. Bulgarian SMEs are trying to cope by hiring ICT specialists, but at the same time they do not invest in ICT training of their employees. As a result, according to the indicators measuring digital transformation of economy and society (DESI), the country takes the second to last place among the EU28 (27th).