In order to be productive at home, school, or work, and in their free time, learners are constantly involved in communicating, collaborating, problem solving, and thinking critically. They need to master these skills to participate fully and effectively in society (McLaughlin, 2008). International organizations (e.g., OECD, EU, UNESCO), public-private partnerships (P21, ACTS), educational organizations (e.g., ISTE, NAEP), and researchers have formulated frameworks describing the skills necessary to contribute to the 21st century, and how to design learning environments to foster these skills (e.g., Trilling & Fadel, 2009). However, the roles of interest, motivation, and engagement that enable the development of these skills has not been carefully examined. In general, learners elect to engage in tasks and activities in which they feel competent and confident, and avoid those in which they do not (e.g., Bandura, 1997). Challenging tasks can lead some learners to feel they are not able to learn; for others, challenge is a reason to persevere. However, only those who believe that their actions will result in the consequences they desire have the incentive to engage (Schunk, 1995). Decades of research have shown that learners with a strong sense of their own competence approach difficult tasks and situations as challenges to be mastered, rather than as threats to be avoided (Zimmermann & Schunk, 2011). Past experience solving problems and individual interest impacts their ability to work with challenge or failure (Tulis & Ainley, 2011). Research on group learning, for example, has shown that learners’ interpretations can be positive and lead to increased motivation and engagement for group activities; and, alternatively, that learners’ perceptions can be negative and lead to de-motivation and withdrawal (Van den Bossche, Gijselaers, Segers, & Kirchner, 2006).