Reflection is a key activity for learning in organizations. While technology support for reflection on the individual and collaborative level is promising, it remains challenging to embed these learning activities into the organization. To better understand and support reflection in the workplace, it is important to see the mutual dependencies between reflective learning activities and knowledge maturing. In this paper, we seek to bridge the gap by presenting a conceptual model linking reflection and knowledge maturing. Based on the model we put forward three propositions: In reflective learning, expertise moderates knowledge maturing, discrepancies be-tween knowledge elements trigger reflection, and the maturity of knowledge used in reflection influences the reflection process. We use findings from empirical studies in two care homes to support the propositions. We address implications for the design of technology enhanced reflection support by discussing a prototype reflection tool for care homes.