To approach the question whether vagueness was a blessing or curse in transdisciplinary projects, this chapter presents experiences made during this research project. It briefly introduces transdisciplinary research, socio-ecological resilience and resilience thinking. Transdisciplinary research was a cornerstone of all seven funded projects across Germany based on the following assumptions: the key to successful adaptation are regional and tailor-made solutions, measures and strategies that consider regional economic, ecological and social characteristics. Although the idea of climate change adaptation in a broader sense and resilience in particular gained acceptance during the process, the time and commitment spent on the project or at least the willingness to do so decreased. The chapter discusses findings and experiences against the design principles of transdisciplinary research. The findings are based on the authors' observations, and extensive minutes from project meetings, stakeholder meetings, one-to-one conversations with stakeholders and numerous project workshops.