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Abstract Mentoring is a well-known way to help newcomers to Open Source Software (OSS) projects overcome initial contribution barriers. Through mentoring, newcomers learn to acquire essential technical, social, and organizational skills. Despite the importance of OSS mentors, they are understudied in the literature. Understanding who OSS project mentors are, the challenges they face, and the strategies they use can help OSS projects better support mentors’ work. In this paper, we employ a two-stage study to comprehensively investigate mentors in OSS. First, we identify the characteristics of mentors in the Apache Software Foundation, a large OSS community, using an online survey. We found that less experienced volunteer contributors are less likely to take on the mentorship role. Second, through interviews with OSS mentors (n=18), we identify the challenges that mentors face and how they mitigate them. In total, we identified 25 general mentorship challenges and 7 sub-categories of challenges regarding task recommendation. We also identified 13 strategies to overcome the challenges related to task recommendation. Our results provide insights for OSS communities, formal mentorship programs, and tool builders who design automated support for task assignment and internship. 

Open source communities hosted in large foundations operate in a complex socio-technical ecosystem, which includes a heterogeneous mix of projects and stakeholders. Previous work has thus far investigated the challenges faced in OSS communities from the point of view of specific stakeholders, primarily at the level of individual projects. None have yet studied the challenges faced within a large, federated open source organization. In this paper, we aim to bridge this gap to identify ongoing challenges contributors face in a mature OSS organization. To do so, we surveyed 624 contributors at the Apache Software Foundation (ASF) and ran 11 semi-structured follow up interviews. We validated our findings through member checking with the interviewees as well as the ASF Diversity and Inclusion (D&I) committee. The contributions of this paper include: (1) an empirically-evidenced conceptual model of the 88 challenges that contributors face in a mature OSS foundation and (2) a set of 48 community-recommended strategies for alleviating these challenges. Our results show that even well-established and mature organizations still face a variety of individual and project-specific challenges and that it is difficult to design a comprehensive set of processes and guidelines to match the needs and expectations of a diverse and large federated community. Our conceptual challenges model and associated strategies to mitigate them can provide guidance to other OSS foundations and projects helping them in building better support processes and tools to create a successful, thriving community of contributors.