This chapter analyses the evolution of theories and practices on the evaluation of Human Resource Development (HRD) since University Forum for Human Resource Development (UFHRD) conferences began in 1999. It seeks to identify new ideas about future trends in the field by reviewing publications in known databases and on the UFHRD website. The evolution of theories and practices are compared with the pre-existing theory on evaluation. This chapter tries to capture trends in this monumental intellectual effort carried out over the last 20 years. It concludes that the theory was densified, practice was diversified and both theory and practice were globalised. It is also believed that the next 20 years will bring even more densification, diversification and globalisation to the field.