Chief Technology Officer

Apply on YC · Original job listing

• Role: Engineering / Full stack
• Experience: 6+ years
• Visa: US citizen/visa only

Chief Technology Officer | Bloomy (YC S26)

San Francisco · Full-time

$200,000–$250,000 base salary, plus meaningful equity

About Bloomy

Bloomy is an AI-native academic system for K-12 schools, providing curriculum, AI teaching, and assessment. We help schools deliver personalized instruction in core academic subjects, identifying what each student needs and helping them master it.

Backed by Y Combinator, Reach Capital, Robinhood Ventures, and many more, Bloomy is growing rapidly, with early school partners and promising initial results for student learning. Founded by Alex Southmayd, a former teacher and Teach For America alum, Bloomy is built around the needs of students and educators across the country.

The role

We’re hiring a hands-on CTO to own Bloomy’s technology and build our engineering team. You’ll work directly with the founder to shape product direction, make technical decisions, and turn ambitious ideas into software that students and teachers use every day.

Today, the founder leads development using AI coding agents, supported by specifications, automated checks, and review. You’ll take ownership of the existing product and engineering operation, bringing the technical depth and judgment to improve how we build and prepare Bloomy for growth.

You’ll spend a substantial share of your time building: writing and reviewing code, working with AI agents, debugging production issues, and shipping across the stack. As the company grows, you’ll hire and lead a small engineering team and remain closely involved in the product and its architecture.

What you’ll own

• Technical direction and architecture. Make decisions across the application, infrastructure, data systems, and AI capabilities. Decide what needs investment now and what can wait, balancing product needs, reliability, cost, and speed.