Writing · Nº 041065 essays
The writing
Ideas from inside the work. Explore technology, entrepreneurship, and the practice of building things that last.
54 essays found · Page 1 of 5
Clear filtersOperatingThe First Hour of Every Build DayRunning a portfolio solo means the first hour decides the day. Here is the routine that keeps twenty companies moving without dropping any of them.OperatingWhy I build twenty companies at onceConventional advice says focus on one thing. I'm doing the opposite, and it only works because of one decision I made about the foundation underneath all of them.OperatingWhen a Portfolio Company Is Ready for Its Own OwnerSome companies outgrow what a solo operator can give them. Here is how I know when a venture needs its own dedicated owner, and how I hand it off cleanly.OperatingThe Single Point of Failure in a Solo PortfolioBeing the single point of failure is the strongest objection to running a portfolio solo. Here is the honest risk, what I do to bound it, and why I accept the rest.OperatingFirst Hire: A VA or an Operator? How to ChooseA VA executes tasks. An operator owns outcomes. If you want to actually free your time as a solo operator, hire the one who takes decisions off your plate.OperatingHow AI Agents Let One Person Run Twenty CompaniesAI agents are the department a solo operator never hires. Here is how agents carry the operational middle of twenty companies and where one person still has to stay in the loop.StrategyIs Your Shared Foundation Paying Off? Metrics to CheckHow do you know a shared foundation is paying off? Track time-to-first-deploy, per-product maintenance, and foundation reuse. Here are the metrics that prove it compounds.StrategyThe Economics of Shipping Twenty CompaniesWhen the foundation already carries auth, billing, infra, and governance, the marginal cost of the next venture collapses. The math behind a portfolio.OperatingHow to Resist Starting a New CompanyThe biggest threat to a solo portfolio is not competition. It is the next idea. Here is how to resist starting a new company when the ones you have still need you.EngineeringOne Billing Engine Under Every Product You RunA shared billing engine across products means one place for subscriptions, invoices, and payment failures. Here is why per-product billing is a mistake in a portfolio.OperatingWhy the Default Answer Is No When You Run It AllFor a solo operator running twenty companies, no is the default and yes is the exception. Here is why saying no is the real throughput lever and how I decide what passes.ThesisOne Governed Foundation Under Every CompanyNineteen ventures share one governed substrate. Identity, audit trails, and guardrails are built once and inherited everywhere, not rebuilt per app.