Ushahidi is a globally recognized digital humanitarian tool built by a team of 30 people in 10 countries. We have a decade of experience in remote UX design collaboration. Our research and our experience show that, for designers, too many roadblocks (e.g. alien taxonomy, complex, developer focussed software tools, extrinsic processes, etc.) exist between core developer teams in OSS and designers who are willing to contribute. These act as barriers to entry that disincentivize design contributions to OSS.