New theories for practice, which take account of contextual shifts such as labor market volatility, are essential for maintaining the professional status of career counseling. Career construction theory (CCT), as an exemplar of an innovative, contextually sensitive approach not only provides a way of making sense of the turbulent landscapes in which career transitions are taking place, but also provides practical tools to facilitate individual adaptation to change. However, development and evaluation of new theories and related tools have tended to overlook the career development and support needs of career counselors in the adoption and integration of these approaches into their practice with clients, as well as into their own career development. Here, the focus is on supporting the continuing professional development of career counselors as crucial for the enhancement of practice, through the provision in 2017 of an open access online learning program relating to the changing world of work, with facilitation of dialogue and reflection. The adaptive responses of an international group of participants facing challenges of identity transformation in the workplace, which emerged as they worked through the online learning resource, are examined. Four hundred and two international participants registered, with 86 actively engaging in the course, which was made available over three months, with content analysis of their online dialogue providing insights into the processes of psycho-social adaptation to the career-related challenges they faced. The learning design and course delivery were underpinned by the theory of professional identity transformation (PIT), with a commitment to supporting participants both individually collectively to shape their evolving roles and identities in ways compatible with their life themes. In order to progress toward that goal, processes of co-construction, also central to career construction theory, emerged strongly from the content analysis of data.