Addressing midcareer transition in post-socialist Macedonia, this work sought to provide practical help to participants through a range of techniques. Four themes are identified as important options for transitioners. Enthusiasm for "entrepreneurship" is tempered by a lack of funds and "portfolio careers" are also viewed with caution. "Employment in a small firm" provides participants with cause for optimism, although the link between lifelong learning and "employability" is not clear to them. Career support for Macedonians experiencing midcareer transition is valued.