The EC has been doing many efforts to encourage students’ mobility, diverse career paths and an approximation of the HE systems to the labor market. However, much work is still to be done in that context. The current pandemic made evident that many HE teachers, forced to adapt their daily work to online settings, lack ‘digital readiness’, which resulted in many frustrated attempts to adapt, work overload and stress. The pandemic revealed a lingering problem of HE systems: if the teachers are not digitally prepared, they are also not conveying important work-valuable digital skills to the students. HE students use ICT tools everyday, but not in a professional manner, and most students lack professional digital skills that would enhance their employability profile. This is particularly important taking into consideration that many companies are considering adopting a more digital work setting from now on. Additionally, many students lack basic notions of etiquette and online communication and politeness, which also contributes to diminishing their employability.