The strict dichotomy between employed and self-employed is changing in today’s western economies. A growing number of people hold employment and are launching parallel self-owned businesses in what has been termed “hybrid entrepreneurship”. Despite the significance of entrepreneurship for developing the economy little is yet researched about the phenomenon and specifically how the work context influences the activities and choices for transition of the hybrid entrepreneur. Work has shown to influence the individual in a major way but has received little intention from the hybrid entrepreneur’s perspective. This thesis aims to explore how the work context influences the mixed motives of the hybrid entrepreneur. This leads to the research question, “How does perceived organisational support influence transition decisions of hybrid entrepreneurs? To answer the research question, qualitative research was conducted focusing on eleven cases of hybrid entrepreneurs. The findings show that actions are influenced by different motives where identity hierarchy and self-actualization play significant roles. The work context and level of perceived organisational support increases or decreases the commitment and identification with work. The conclusions from the research are that both entrepreneurial identity and identification with work organisation are a part of identity hierarchy which creates conflicts influencing transition decisions. This contributes to the research field of hybrid entrepreneurship, understanding how work influences transition decisions and has practical implications for managers and hybrid entrepreneurs to understand better how decisions are formed and what the antecedents are.