Best Leadership Challenges Newsletters in 2026
NewsletterFIT tracks 3 newsletters that cover Leadership challenges as a primary topic, all with posts in the last 90 days. By publicly shown subscriber count, the largest are Pretty Busy, Lately (9K).
Updated Nov 14, 2026 · sorted by publicly shown subscribers · methodology
- 1Pretty Busy, Lately9K subscribers
SubstackEvery two weeks · last post 16 days ago
the sunday letter from the pretty busy world. soft enough to read with a coffee, sharp enough to actually mean something. aka wtf happened in my week as a founder finding herself outside of her business.
Likely audience: supply chain managers
- 2
LinkedInEvery two weeks · last post 24 days ago
The Daily Coach is a daily newsletter leveraging sports & organizational leadership lessons to help you win your day.
Likely audience: coaches
- 3
SubstackMonthly or less · last post Aug 21, 2026
From recent posts: The newsletter publishes leadership and entrepreneurship content in Portuguese, focusing on emotional intelligence, assertive communication, and corporate mentorship. Recent issues cover leadership challenges in modern…
Likely audience: team leaders
Latest posts from these newsletters
- The Q4…Pretty Busy, Lately
- The Burden…The Daily Coach
- Who Raises…The Daily Coach
- The $200…The Daily Coach
- Is working…Pretty Busy, Lately
- Would You…The Daily Coach
- How I…Pretty Busy, Lately
- Just a…The Daily Coach