Abstract
This study investigates how transitions among paid employment, self-employment, and hybrid arrangements affect contribution levels and portfolio risk in private pension plans. Using longitudinal register data (2000–2022) from a regional Italian pension fund, we employ a within-individual event-study design to track changes in private pension contributions and the risk level of portfolio selection across pre-specified categories (Conservative, Balanced, and Aggressive). The findings aim to contribute to research on the financial decision-making of occupational transitions and the long-term financial consequences of increasingly entrepreneurial work trajectories.