This second (un)learning brief builds on the first by encapsulating what we found in our initial exploration of the connection between rest and well-being. We share our (un)learnings and provide a closer look at the design methodologies and grounding principles that guided us in our journey. Our hope is that by sharing our findings, methodologies, and the processes that assisted us in our (un)learning, other people might discover insights that help them in their own explorations.