How to Hire a COO: The Job Description Founders Write, and the One They Should
Most COO job descriptions describe a very senior project manager. Here's the one that describes an owner, and the five questions that find one.
Chief of Staff vs. Executive Assistant vs. Operations Manager: Three Jobs Founders Keep Hiring Into the Same Seat
Hire an EA and expect a Chief of Staff, and you'll be disappointed. Hire a Chief of Staff and use them as an EA, and they'll be gone in a year. The difference isn't seniority.
Do You Need a COO Yet? What Breaks at 20, 50, and 80 People
Founders ask “do we need a COO?” at the wrong moment — usually after something broke. Here’s what breaks at 20, 50, and 80 people, and which of it means yes.
Fractional COO vs. Full-Time COO: When Renting Stops Making Sense
The question isn’t whether you can afford a full-time COO. It’s whether you have a full-time COO’s worth of decisions yet. Four questions that tell you.
AI-Augmented Operations: A Field Guide for Founders Scaling Past Early Stage
There's a moment in every growing company where the founder realizes the operating system they've been running on — the spreadsheets, the founder-in-the-loop approvals, the tribal knowledge living in three people's heads — has quietly stopped scaling.
The team is bigger. The compliance surface area is bigger. The customer base is bigger. And the founder is spending more time on operational maintenance than on the strategic moves that actually grow the business.
This is the moment when most founders start thinking about hiring an operator. It's also the moment when a lot of them get distracted by a different question: “Can AI just do this instead?”
The honest answer is more interesting than either yes or no.
AI cannot replace operations. But AI can — and should — fundamentally reshape what operations looks like inside a company scaling past early stage. The companies that figure this out get a multiplier on every dollar they spend on operations leadership. The companies that don't usually end up paying for the lesson twice.
This guide is for founders trying to figure out the right way to integrate AI into their operations — without making the mistakes the early movers just made at scale.
Operations Isn’t the Back Office. It’s the Growth Strategy.
There’s a moment every growing company hits. Revenue is climbing, the team is expanding, and the CEO is busier than ever — yet somehow everything feels harder. Decisions stall. Hiring is reactive. Compliance is a someday problem. The founder is in every meeting because nothing moves without them.