This paper reviews historic and current definitions of skill as a concept, as well as frameworks that have been applied to analyse levels of skills development across the academic and professional spectrum. The author proposes a 6-level chart of skill development based on the “can-do descriptors” approach by CEFR, also known as the ability assessment approach, for further discussion, development, and application. The proposed chart is based on six levels. These are organized into two Entry levels, two Operational Use levels and two Strategic Vision levels. Further debate on the typology of skills by Deloitte, LinkedIn Research and World Economic Forum is presented as of 2020 documentation. Its dynamic manner of paradigms changing the importance of a wide array of skills (alternatively denominated as employability skills, soft skills and/or 21st Century skills) are analysed, both for educators and employers.