This qualitative study explores the experiences of 23 professional baby-boomers in Australia who are challenging the traditional employment and retirement pathway through non-standard employment (NSE). We focus on professional part-time, casual and self-employed work within the kaleidoscope of various working arrangements that form NSE. Using a phenomenographic approach, we identified variations in how these older baby-boomers experience engagement in NSE. Our findings revealed five interrelated hierarchical categories of description, which posit a generally positive view of NSE and highlight financial stability, flexibility, continued activity, social ties and maintaining self-identity as key conceptions for work engagement. Our study suggests that NSE is an important and under-researched part of the labour market for baby-boomer professionals, that it can offer greater opportunities for engagement and that the traditional hard-boundary view of retirement as a defined lifestage is softening. It extends our understanding of baby-boomer engagement with NSE in the labour market and offers findings that may inform future policy and practice.