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In this paper we sought to understand the role that Web 2.0 technologies play in supporting the development of trust in globally distributed development teams. We found the use of Web 2.0 technologies to be minimal, with less than 25% of our participants reporting using them and many reporting the disadvantages of adopting them. In response, we sought to understand the factors that led to the use and non-use of these technologies in distributed development teams. We adopted a mix of qualitative and quantitative methods to analyze data collected from 61 interviewees representing all common roles in systems development. We discovered six factors that influenced the use and non-use of Web 2.0 technology. We present a proclivity model to frame our findings as well as our conclusions about the interrelationships between the results of our qualitative and quantitative analyses. We also present implications for the design of collaboration tools, which could lead to greater support and usage by distributed developers. This paper was presented at the 2012 ICGSE, Porto Alegre, Brazil, on late August 2012.