Stephan Smith

I'm a seasoned CTO. I've raised money, built companies, and shut them down.

The one thing every team needed — and rarely had — was clarity.

I help founders see through their systems so they can make better decisions about their tech, hiring, and what actually drives revenue.

Background

Boston-based fractional CTO working with startups and growth-stage companies. Co-founded a company in the Techstars Boston cohort (2018).

I've led engineering teams from 2 to 40 people, navigated SOC2 audits, AWS migrations, and more than a few pivots.

Fractional CTO advisory

AWS cost optimization

SOC2 compliance planning

Tech stack & vendor decisions

Team structure & hiring

AI implementation strategy

I write about building with AI, founder decision-making, and the economics of software. No schedule — just when something worth reading is done.