This chapter analyses the challenges faced by older workers in the Baltic States, focusing on the intersections of ageing, digitalisation, and economic insecurity. Although older adults remain active in the labour market, they face barriers to competitiveness, adequate post-retirement income, and adaptation to rapidly changing work environments. Older women are particularly vulnerable, dominating sectors such as healthcare, education, and social care, yet experiencing marginalisation due to limited access to digital training. The health and well-being implications of digital transitions for older public sector employees remain underexplored, and the persistent digital divide restricts job prospects and access to public services. Evidence indicates that older adults benefit from hands-on, tailored digital training, but such programmes are scarce. Financial insecurity further drives employment beyond retirement age, particularly among women and low-wage earners. These findings highlight the urgent need for age-sensitive policies that promote digital skill development, occupational health, and financial security to support equitable labour markets amid ageing populations and technological change.