A paid advice column in which Heather Havrilesky answers reader letters about family, friendship, guilt and emotional struggles. Each post pairs a long, candid reply with a surrealist painting and aims at compassionate realism.

Poems, short essays and reflections from poet David Whyte, often prefaced by notes on how each piece came to be written. Issues also include announcements for his live events and material from his Three Sundays Series.

Jeff Waldman's personal newsletter covers his design and building projects, hands-on tinkering, and blind taste tests, linking them to personal and community growth. Issues mix anecdotes about woodworking, models of San Francisco landmarks, and reflections on appreciation and craft.

Rob Brezsny's newsletter blends lyrical essays, personal reflections and excerpts from his books with his astrology horoscopes. Readers get imaginative, poetic commentary on emotions, spirituality and hopeful futures.