Writing · Nº 041065 essays
The writing
Ideas from inside the work. Explore technology, entrepreneurship, and the practice of building things that last.
256 essays found · Page 2 of 22
Clear filtersOperatingWhen 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.OperatingPutting my face on itFor years I built quietly and let the products speak. Now my name is on the door. Here is why I stopped hiding behind the work.OperatingContent Ops for a Startup With No Full-Time WriterContent ops for a startup with no writer means founders and engineers produce content. Templates and structure make their words usable without a hire.OperatingDelegate Decisions to AI, Not Just TasksMost operators delegate tasks to AI and keep every decision. The real leverage is delegating decisions with guardrails, so you review exceptions instead of everything.OperatingThe AI Governance Maturity Model: Five Honest StagesAn AI governance maturity model that skips the theater. Five stages from no controls to audited by default, with how to tell which one you are actually at.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.OperatingAI Bookkeeping for Law Firms: Trust Accounting Without ErrorsAI bookkeeping for law firms has to protect trust accounts and IOLTA compliance above all else. Here is what a firm needs before it automates the books.OperatingDisaster Recovery When You Self-HostA disaster recovery plan for when you self-host: how to rebuild a dead VPS from backups fast, what your real recovery window is, and why owned recovery beats waiting.OperatingThe Enterprise AI Vendor Risk Assessment, From Both SidesA practical enterprise AI vendor risk assessment: the questions buyers use to decide, and the answers vendors should pre-package to clear the review and get to yes.OperatingHow to Find Which Agency Clients Actually Make You MoneyMost agencies fly blind on margin per client. Here is how to measure which agency clients actually make you money, and what to do with the ones that do not.OperatingToo Busy to Switch Business Software? That Is the SignalFeeling too busy to switch business software usually means the busywork is the software's fault. Here is how to handle the no-time objection honestly.OperatingWhat to Automate First With AI AgentsNot sure what to automate first with AI agents? Start with high-volume, low-stakes, judgment-light work. Here is the framework for picking the right first job.