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Digital behavior intervention is a growing area of research which investigates how interactive systems can encourage and support people to change their behavior. Personalization plays an important role in this, as the most effective persuasive and motivational strategies are likely to depend on user characteristics such as the user’s personality, affective state, existing attitudes, behaviors, knowledge, and goals. Example application areas include healthcare (e.g., encouraging people to eatmore healthily and exercise more), education (e.g., motivating learners to study more), environment (e.g., encouraging people to use less energy and more public transport), and collaborative content development (e.g., incentivizing people to annotate resources). The idea that a system may be used to motivate people on the basis of a user model is certainly not novel. As early as the 1980s, intelligent tutoring systems encouraged students to learn by means of tailored feedback and hints (Sleeman and Brown 1982), and in the 90s patient education systems attempted to address compliance to a medical regimen by means of information and personalized advice (De Carolis et al. 1996) or encouraged people to adopt healthier lifestyles (Reiter et al. 2003). However, it is only recently that a number of seemingly non correlated, extensive research efforts