Over the last 20 years, educational assessments have undergone dramatic changes moving away from simple paper-pencil based assessments to integrated learning-assessment environments. This has had strong implications for students, teachers, institutions, and entire educational systems. On the basis of simulated assessment environments, news about student rankings, under- and overperforming countries, and novel ideas on how to improve educational systems are prominently featured in the media. While the scientific quality of these headlines vary considerably, there are interesting scientific, political, and practical developments and challenges happening in the field of educational assessment. In my talk, I will identify vibrant areas of development in educational assessment, discuss opportunities and challenges arising from the digital revolution, and talk about implications for educational policy and educational practice. Specifically, my talk will focus on (1) the switch to technology in educational large-scale assessments such as the Programme for International Student Assessment (PISA) that tests 15-year old students in over 70 countries worldwide; (2) the integration of assessment and learning in formal and informal learning contexts; (3) the role that new methods such as educational data mining and artificial intelligence play in educational assessment. I aim at giving a somewhat personal and yet comprehensive overview of areas of change that are likely to affect education and also the people caring about it in the near feature.