Comment by dostoevsky

Not sure about their underratedness, but I find the following newsletters interesting and insightful:

Two Truths and a Take by Alex Danco (tech, VC, and broader topics): https://danco.substack.com/

The Uncertainty Mindset by Vaughn Tan: https://uncertaintymindset.substack.com/

The Diff by Byrne Hobart (finance, tech): https://diff.substack.com/

Kneeling Bus by Drew Austin (urbanism, tech): https://kneelingbus.substack.com/