Digital employment tools ought to support job seekers in developing viable career paths while preparing them with necessary skills for employment. This is particularly important for job seekers who are not highly educated and lack access to resources such as career counseling. We designed, implemented, and conducted a preliminary evaluation of a prototype-DreamGigs, a tool to help job seekers understand the career-related skills they would need to obtain to reach their "dream" job or gig. Our preliminary results suggest that DreamGigs helps job seekers understand what skills employers need, identify potential pathways towards their career goals, and access opportunities to gain the skills needed to achieve their goals. We contribute the design of this tool, our implementation, and the results of our initial evaluation with low-resource job seekers.
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