Bogleheads Wiki (opens in a new tab)
Evidence-based investing principles and passive index-fund strategies. A solid reference for long-term, low-cost portfolio construction.
Sourcebook
Sources I return to when thinking about risk, system design, and capital allocation. Inclusion is not endorsement; time-sensitive claims still need a primary source.
The Macro Observatory: my field guide to Jens Nordvig’s macro arguments, with models and dated public data.
Investing & Finance
Matt Levine's Money Stuff (opens in a new tab)
Daily newsletter on finance, markets, and business, written with unusual clarity. A useful lens on how Wall Street actually works.
Patrick McKenzie's Writing (opens in a new tab)
Detailed writing on fintech, business operations, and software-enabled services. Helpful for understanding payment systems and financial infrastructure.
Colossus / Invest Like the Best (opens in a new tab)
Long-form conversations with investors, founders, and thinkers. Focus on mental models, decision-making, and business-building.
Aswath Damodaran's Blog (opens in a new tab)
NYU professor and valuation authority. Practical frameworks for thinking about risk, return, and what companies are actually worth.
Crypto & Stablecoins
Bankless (opens in a new tab)
Crypto-native reporting and commentary on decentralized finance, digital assets, and policy. Useful as an industry viewpoint rather than a neutral authority.
The Block (opens in a new tab)
Reporting and research on digital-asset markets, companies, policy, and on-chain activity.
Nic Carter's Writing (opens in a new tab)
Thoughtful analysis on stablecoins, crypto policy, and digital money infrastructure. Clear thinking on incentives and system design.
Castle Island Ventures Blog (opens in a new tab)
Public blockchain-focused VC firm. Essays on crypto markets, regulation, and institutional adoption.
Coin Center (opens in a new tab)
Leading nonprofit focused on cryptocurrency policy and regulation. Essential for understanding the legal and regulatory landscape.
Messari Research (opens in a new tab)
Market intelligence, protocol overviews, and on-chain analysis. Product and token coverage should be read alongside primary sources.
Tech & Hacker Culture
Hacker News (opens in a new tab)
A technology community and link aggregator covering startups, engineering, research, and open-source software.
Stratechery by Ben Thompson (opens in a new tab)
Business strategy analysis focused on tech and media. Deep dives on platform economics, aggregation theory, and competitive dynamics.
Paul Graham's Essays (opens in a new tab)
Writing on startups, programming, and thinking clearly. Durable advice on building companies and solving hard problems.
Marginalia Search (opens in a new tab)
Independent search engine favoring text-heavy sites and older web content. A fascinating rabbit hole into forgotten corners of the internet.
Lobste.rs (opens in a new tab)
Computing-focused link aggregator. Smaller, tighter community than HN with strong moderation and technical depth.
Security & Cyber
Krebs on Security (opens in a new tab)
Investigative journalism on cybercrime, data breaches, and online fraud. Steady coverage of the threat landscape.
Schneier on Security (opens in a new tab)
Bruce Schneier's blog on security, technology, and privacy. Thoughtful analysis on cryptography, policy, and risk.
The Record by Recorded Future (opens in a new tab)
Cybersecurity news and threat intelligence. Coverage of nation-state activity, ransomware, and security incidents.
NIST Cybersecurity Framework (opens in a new tab)
Industry-standard framework for managing cybersecurity risk. Core reference for enterprise security programs.
Enterprise Tech / SaaS
SaaStr (opens in a new tab)
Community and content for B2B SaaS founders and operators. Focus on go-to-market, growth, and scaling recurring revenue businesses.
Clouded Judgement / Mostly Metrics (opens in a new tab)
Jamin Ball’s analysis of public and private software companies, including growth, efficiency, valuation, and operating metrics.
General Thinking
Farnam Street (opens in a new tab)
Essays and interviews about mental models, judgment, and decision-making under uncertainty.
LessWrong (opens in a new tab)
Community blog focused on rationality, AI safety, and effective thinking. High-quality discourse on probability, bias, and epistemic rigor.
Wait But Why (opens in a new tab)
Long-form essays on science, technology, society, and human behavior. Clear explanatory writing with stick-figure illustrations.
Gwern.net (opens in a new tab)
Deep research on statistics, AI, self-experimentation, and obscure topics. Exhaustively cited and meticulously researched.
Podcasts
Rational Reminder (opens in a new tab)
Ben Felix and Cameron Passmore discuss portfolio research, financial planning, and household decision-making with academic guests.
All-In Podcast (opens in a new tab)
An opinionated panel discussion of technology, markets, business, and politics. Useful for perspective, not as a primary source.