Guided by a resource-demand framework, this article employs event history analysis using data from ten waves of the UK Understanding Society panel data to examine the individual and household determinants of hybrid entrepreneurship (HE) entry strategies and conditions. The study confirms the central theses of resource availability and flexible work arrangement perspectives concerning the hybrid process. Empirical results show that individual determinants that have been given high importance in the theoretical discussion of hybrid entrepreneurship cannot be warranted. Besides individual aspects, institutional factors, especially around conditions at the household play a decisive role in explaining hybrid entrepreneurship participation. Empirically, we offer two broader narratives for HE entry patterns - speculative HE and committed HE. These two entry conditions are associated with different bundles of resources and work-family demands that require different role management tactics to take on multiple roles required in HE work. The analysis also has important policy implications in terms of understanding why full-time employees seek alternative work arrangements, the experience of multiple roles in employment and resource-demand led pathways to entrepreneurship.