Best AI and Work Newsletters in 2026
NewsletterFIT tracks 3 newsletters that cover AI and work as a primary topic, all with posts in the last 90 days. By publicly shown subscriber count, the largest are Lobsterr Letter (16K), Curious About Everything (14K) and Windfall Trust (1K).
Updated Nov 14, 2026 · sorted by publicly shown subscribers · methodology
- 1Lobsterr Letter16K subscribers
SubstackWeekly · last post 6 days ago
From recent posts: Lobsterr Letter is a weekly newsletter that curates business and culture signals, covering topics ranging from AI's impact on work and intimacy to fashion trends, social dynamics, and blue-collar literature. Issues…
Likely audience: Tech enthusiasts interested in AI ethics
- 2Curious About Everything14K subscribers
SubstackMonthly or less · last post 9 days ago
From recent posts: The Curious About Everything newsletter publishes a rotating mix of personal essays on grief and health, curated links to scientific and cultural articles, and occasional visual art features. It serves readers…
Likely audience: Food enthusiasts and travelers
- 3Windfall Trust1K subscribers
SubstackMonthly or less · last post 18 days ago
From recent posts: This article argues that meaning, autonomy, and relational connection are critical determinants of well-being and performance in the workplace, suggesting these should be explicit design criteria for AI-era work. It rev…
Likely audience: Policy makers
Latest posts from these newsletters
- vol.388 :…Lobsterr Letter
- The Curious…Curious About Everything
- vol.387 :…Lobsterr Letter
- Work Worth…Windfall Trust
- vol.386 :…Lobsterr Letter
- vol.385 :…Lobsterr Letter
- vol.384 :…Lobsterr Letter
- vol.383 :…Lobsterr Letter