The importance of data, software, and computation has been recognized in academia and is reflected in the recent rise of job opportunities for data scientists and research software engineers. Big data, for example, created a wave of novel job descriptions before the term Data Scientist (DS) was widely used. Even though software has become a major driver for research (Nangia and Katz, 2017), Research Software Engineer (RSE) as a formal role has lagged behind in terms of job openings, recognition, and prominence within the community. The value of DS/RSE roles is not widely recognized in the academic community yet, and research data, software, and workflows are, in many domains, still regarded as by-products of research. Data Scientists and Research Software Engineers (DS/RSEs) face similar challenges when it comes to careers paths in academia - both are non-traditional academic professions with few incentives and a lack of clear career trajectories. This guidebook presents the challenges and suggestions for solutions to improve the situation and to reach a wide community of stakeholders needed to advance career paths for DS/RSEs.