Axios - Axios gets you smarter, faster with news & information that matters.
Commonplace - building career moats in a constantly changing world
LessWrong - More precisely, LessWrong 2.0, is a collection of long-form insights into a variety of concepts including rationality, ethics, technology, effective altruism etc.
Wait But Why - Psychology, philosophy, and a zillion things wrapped in humor.
Metaculus - A community of people making predictions about the future with some nice discussions around reasoning under uncertainty.
Quanta Magazine - covers complex topics in science for "popular science", often insightful.
Ben Thompson - In-depth articles by on analysis of the strategy and business side of technology and media, and the impact of technology on society.
Benedict Evans - Independent technology analyst with annual trend reports.
Seth Godin - Mainly known for his bestselling work on marketing, the blog has nice tid bits.
Terence Tao - The math prodigy also has some career advice.
Nikita Prokopov - Programmer and UI designer. Fun and detailed rants.
Joel Spolsky - The Stack Overflow person!
Andrew Gelman - Probably the most prominent Bayesian (and its critic) with takes on plenty of topics. Guest authors occasionally.
Spurious Correlations - examples for the correlation v/s causation phenomenon
The Pudding - is a digital publication that explains ideas debated in culture with visual essays.
Visual Capitalist - The infographics are very appealing and informative.
Measure - See how well your website performs. Then, get tips to improve your user experience.
Apollo Projects - Funding for moonshots by Altman brothers.