The purpose of this study was to examine 41 secondary transition-focused personnel preparation projects funded between 2001 and 2016. Specifically, this study examined the amount and characteristics of these projects through a systematic abstract review. In addition, authors explored key issues in federally funded transition-focused personnel preparation programs as perceived by principal investigators of funded projects through telephone interviews. Results indicated a decline in Office of Special Education Programs (OSEP)-funded personnel preparation grants over the period of 2001-2016. The interview results revealed three overarching themes regarding key issues in transition personnel preparation programs: (a) catalysts of successful program implementation, (b) critical content, and (c) program impact. Implications for future research and practice are discussed.