Educators are demanding learning specific to their needs, and there are more options than ever for school systems to personalize learning. Sometimes these personalized learning options go hand-in-hand with teacher effectiveness systems that districts use to identify areas for educator growth. At the same time, schools and teams set collective goals for improvement, and years of research reveal that collaborative learning has many benefits for educators, schools, and students. This article asks how learning leaders can balance what may at times seem to be competing needs and strategies for learning? Many educators, regardless of their context, already combine these types of learning and navigate their opportunities skillfully. Individual learners, coaches, school leaders, and system leaders however, all have responsibilities for creating the optimal balance between individual and collective learning for every educator in the system. Even in schools and districts that do not yet have a comprehensive system established, both leaders and learners need to find ways to align their learning meaningfully so they can best meet the collective needs of the students they serve.