Using a multilevel framework—micro (individual), meso (organizational), and macro (governmental)— this qualitative research investigates 339 literate, employed individuals aged 50-80 across Brazil's five regions. Data were collected via open-ended online surveys. The study examines how personal circumstances, workplace practices, and public policies intersect to influence sustainable employability. Although examined separately, these dimensions were deeply interconnected. The findings highlight health, inclusive practices, and policy support as enablers of continued labor market participation, while age discrimination and lack of recognition emerged as barriers. This pioneering study informs organizational strategies and public policy aimed at fostering extended workforce engagement and pension sustainability.