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We Built Our Own Business OS | Runpoint OS
Runpoint Partners · Sep 24, 2026
Essays and field notes.
OpenAI DevDay, one week later: what worked, what didn’t, and what matters
Field Note · Oct 6, 2026
A week after OpenAI DevDay: which announcements are already useful, where the experience falls short, and what deserves your attention.
A new kind of model, and we're back on ClaudeField Note · Sep 25, 2026Jev reads text and makes a decision. Opus 5.5 and GPT-6 Sol sent our team back to Claude.
Keep your options open when buying AIField Note · Sep 17, 2026How to give capable operators access across AI providers, choose monthly plans, and keep company work portable.
The OpenAI usage debacleField Note · Sep 15, 2026Competing fixes for AI limits, our Decisions walkthrough, and what personal projects teach us.
SaaS Replacement Migration Plan: Data, Permissions, Rollback, and HandoverEssay · Aug 7, 2026A practical plan for moving from SaaS to software you own without losing data, access controls, or the ability to keep operating if the cutover goes wrong.
What a Forward-Deployed Engineer Does Inside a Private Equity Portfolio CompanyEssay · Aug 7, 2026A plain-English guide to the forward-deployed engineer: what the role owns, how it differs from a consultant or software firm, and when a PE-backed company should use one.
What makes a model 'good'?Field Note · Aug 6, 2026Public benchmarks can narrow the field. A small test built from your own work tells you which model is good for your business.
Stop putting every AI project in the same budgetField Note · Jul 23, 2026AI is clearly making people faster and much less clearly making companies better. Three portfolios for deciding which AI bets to implement, underwrite, or fund like R&D.
Karp is right. Just not about you.Field Note · Jul 8, 2026What last week's Palantir moment actually means if you run a $20M to $200M company.
Local Models: When Running AI On Your Own Hardware Is the Smarter BuyEssay · Jul 8, 2026When is running an open-weight AI model on your own hardware the smarter buy, and when is renting the frontier the right call? A practical guide for CEOs.
Own the PlumbingEssay · Jul 8, 2026Most owner-operated companies have never seen their software bill whole. Owning the workflows that run the business starts with one honest teardown.
SaaS Replacement: What It Is, When It Pays, and What Not to ReplaceEssay · Jul 8, 2026A practical SaaS replacement guide from Runpoint Partners: what to own, what to keep renting, how to judge the economics, and how to choose a firm.
The Alpha LayerEssay · Jul 8, 2026Intelligence is becoming a utility. Your edge is the knowledge, data, workflows, and agents you feed it. Own that layer, and rent the model like electricity.
The Three TestsEssay · Jul 8, 2026Three questions a CEO can ask, no consultant in the room, to find where someone else owns a piece of how the company runs. Three yeses is sovereign.
We Have to Grow Our Way Out of ThisEssay · Jul 8, 2026Tyler Cowen says AI can lift American growth by the half point the debt math needs. The talk, the numbers behind it, and why the growth will come from the middle.
Field Note: Code with ClaudeField Note · May 8, 2026Two days at Anthropic's developer conference. The brain left the box, memory got a substrate, and the agent decomposition framework finally has a name.
Before the AI Project StartsField Note · Apr 25, 2026AI projects should be underwritten before they are built. The worksheet matters more than the demo.
AI Cuts Hours Before It Rebalances ThemField Note · Apr 9, 2026Alex Tabarrok's labor-hours framing is useful. The harder question is how those gains get distributed when firms are already using AI to shrink teams.
The Power of "Cloud" AgentsField Note · Apr 4, 2026The most useful agent in my life is not a SaaS product. It is Hermes on an otherwise idle Mac mini, reachable from Slack, with enough access to do real work.
What Will Your Kids Do?Field Note · Mar 16, 2026An interactive look at AI exposure across 342 US occupations, including the jobs that are growing, well-paid, and safer from automation.
The Orchestration ThesisField Note · Mar 3, 2026Perplexity just launched a $200/month product that coordinates 19 AI models. If the orchestration layer captures the value, what are the model makers actually selling?
Is Claude Code Safe? The Practical Answer.Field Note · Feb 16, 2026What Claude Code sends, whether Anthropic trains on your code, and the settings that matter for confidential business work.
The Best Tools Right Now Are CLIsField Note · Jan 28, 2026A practical guide for business users getting started with Claude Code, even without a programming background.
Ralph Wiggum vs. Claude Code TasksField Note · Jan 23, 2026Claude Code tasks changed the context-window problem. Smaller task packets make agent work easier to review, retry, and trust.
3 LLMs Go To A Dinner PartyEssay · Jan 15, 2026We put GPT-4, Claude, and Gemini through the ultimate test: not benchmarks, not evals, but whether they'd be good company at a dinner party. The results were surprisingly revealing.
The IT Objection HandlerEssay · Jan 15, 2026Every AI initiative hits the same wall: IT says no. Here's a field-tested playbook for navigating security reviews, compliance concerns, and the institutional inertia that kills innovation.
The Operator-EngineerEssay · Jan 15, 2026An operator-engineer combines business judgment, technical fluency, and responsibility for what happens after the software ships.
Why Executives Should Use Claude CodeEssay · Jan 15, 2026Most executives experience AI through polished demos and vendor pitches. Sam Gaddis argues they should be using it in the terminal instead—and explains why that changes everything about how they lead.
The AI Automation SpectrumField Note · Oct 15, 2025A plain-English map of deterministic automation, probabilistic agents, and how to match the approach to the problem.
Notes from the Front Lines of Sora 2Field Note · Oct 13, 2025A week of experimentation with Sora 2: cameo bias, meme slot machines, and creating an unhinged ad for Runpoint.
The AI Adoption Paradox: Why 95% of Companies Fail (And How to Be in the 5% That Succeed)Field Note · Sep 18, 2025Why AI pilots fail, why the rare winners matter, and how operators can move from experiments to production systems.
Reading Anthropic's Economic Index as an Adoption MapField Note · Sep 17, 2025Anthropic's economic index reveals AI adoption as a capability revolution, not a discount revolution, where clean data and clear workflows matter more than model choice.
If It Hurts to Delete, I Waited Too LongField Note · Sep 11, 2025Why clever scaffolding becomes tomorrow's technical debt, and how new model releases force us to confront our attachment to obsolete code.
Replit's New Agent 3Field Note · Sep 11, 2025A browser-driven test harness in a controlled environment, not a bigger model, is what lets the agent iterate autonomously for hours.
Outcomes Drive TrustField Note · Aug 28, 2025How deleting features saved a deal: when a VP called out our overengineered workflow, we learned the roadmap matters less than reality on the ground.
Learning Fast EnoughField Note · Aug 14, 2025From designing for "the average case" to sitting with nurses and dispatchers: how FDEs transform one-offs into product improvements that work everywhere.