This article discusses trends in the Russian labour market which reflect changes brought by digitization, changing gender roles, generational characteristics of the labour force, etc. Special attention is paid to the processes of flexibilization, which, in particular, result in such a phenomenon as “precarious employment”. The authors consider the horizontal career as one of the trends, which allows maintaining motivation and involvement when reaching the “ceiling” of a vertical career, as well as the specifics of working in a remote format and the attitude of employers to this format of work. The conclusions in this paper are based on the data from a sociological research conducted by the headhunting company Kontakt InterSearch Russia in 2019-2020.