This document discusses the design of online assessments to measure metacognition. It aims to compare online assessments, like games measuring strategy and reflection, to traditional offline self-assessments. Two online games discussed are Oregon Trail, which assesses qualitative thinking aloud, and Frog Escape, which quantitatively measures performance. The goals are to align the assessments with an established model of metacognition and address limitations of offline measures like recall failure or inability to directly observe metacognitive skills. Challenges include implementing the assessments at scale, the labor required, technological issues, and whether metacognition can be directly measured during cognitive tasks.