Blog
Notes on reading the network.
Writing on technology due diligence, decision intelligence, and how to read the venture and private-equity universe.
Oluwadi is open now — no account, and anyone can add to it
Oluwadi no longer requires an account, and anyone can propose a company, investor, university, or organization for inclusion.
Read → June 27, 2026Introducing Oluwadi — the network, opened to read
Oluwadi is live: a public, continuously updated way to read the U.S. venture network region by region and thesis by thesis. Why a region's single label hides more than it tells -- and what it means to read a place for what it actually builds.
Read → February 1, 2026Hallucination Driven Development: Why Desire Path Design Is the Future
Steve Yegge stopped fighting his coding agent's 'hallucinations' and started building the commands it kept guessing at instead. That's just Convention over Configuration for the LLM age -- and it changes what "being right" as a developer means.
Read → December 10, 2025The Two-Hour Specification
How writing a genuinely detailed spec -- and following a Research/Plan/Implement discipline with Claude Code -- took a demo from a month down to five hours, and why "Vibe Coding" and "AI Slop" are really just names for skipping that step.
Read → October 23, 2025Venture Capital Due Diligence Checklist: 6 Essential Steps
The battle-tested framework we use ourselves to pressure-test a deal across eight domains -- team, product, financials, business model, traction, competition, and legal -- before the check gets wired.
Read → October 23, 2025Technology Due Diligence Checklist: A 10-Point Investor Guide
A field guide to technology due diligence, sharpened on the deals we've won and the ones we wisely walked away from -- architecture, security, infrastructure, IP, team, and resilience, down to the exact artifacts you should ask to see.
Read → September 4, 2025The AI Breakup: It's Not You. It's Me.
AI adoption is in its honeymoon phase -- and some users are already forming emotional attachments to their chatbots. What that says about the MIT study on failed AI pilots, and what it actually means for how investors should be using AI.
Read → November 6, 2024RTO -- At What Cost
Fully remote jobs going back to the office doesn't correlate with productivity -- so why are large corporations doing it anyway? A look at what return-to-office is actually buying, and at what cost.
Read → July 3, 2024We Know What to Look For, Because We Build
Osparna's team builds things outside of work too -- and that's not incidental. It's exactly what makes the diligence sharper. I work with people I like.
Read → April 23, 2020Who's on Your Team?
Coachability, character, and the ability to work well in a distributed environment now matter more than raw technical expertise -- what COVID-era diligence is teaching investors about what to actually look for in a team.
Read → February 28, 2020Moneyball for Investing
Why "Moneyball for Investing" became our catchphrase, why it's the wrong analogy, and what Osparna actually is: the diary you keep to track what you were thinking when you made the call.
Read → February 23, 2020How to Buy a...House
Before Osparna focused on investors, the alpha version was general enough to score any decision -- including which house to buy. Here's how establish-weight-rate-review played out on a real move to Florida.
Read → February 3, 2020Managing Bias
Biases underpin our intuition about investing, whether we admit it or not. Why declaring your criteria explicitly -- and being able to look back at what you decided and why -- is the real defense against them.
Read → November 11, 2019Introducing Osparna
The first post on osparna.com: why we built a platform to bring decision science to investing, and what to expect from this space going forward.
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