Checkpoints & Savepoints

This mid-year newsletter by Simon explains why he writes, framing his weekly practice as a personal space to revisit and rethink ideas rather than a pursuit of audience growth alone. He describes running his first half marathon in 2:06 and contrasts running's predictable effort-to-results relationship with the unpredictability of creative work. He also argues that art's unnecessary, exploratory qualities matter more than optimizing for distribution, citing Kate Dwyer's Esquire piece on debut authors and Nicole Counts' comments on community.