The last decades of the 20th century were a stage for a revolution called by Castells as revolution of information technology. This revolution incorporated new technologies into the production of goods and services that saved labor costs to capital owners and made technological unemployment to be added to structural unemployment. In this way, the 21st century began with a scenario of growing precariousness of work with continuous reduction of jobs. Seeking to justify this process, the discourse of technological determinism presents a promise that the jobs eliminated by technology will be replaced by new jobs by the same technology. However, the new jobs that are created lie under more precarious working relationships. This article deals with the precariousness of work caused by technology and the possibility of subversion of technology to overcome this precariousness. Starting from the impact of automation on the work generated by information technology, we approach the free software movement and the solidary economy as interstitial forms of resistance to capitalist production models whose intersections can generate autonomous forms of income generation. After reviewing the fundamentals of the free software movement, we established the connection with the solidary economy and from a case of an enterprise that integrates the foundations of both movements in its structure, we discuss the effectiveness of a subversive rationalization based on the characteristics of participation of free software.