Chief Technology Officer

Role Overview

The Chief Technology Officer (CTO) is a hands-on software engineering leader who has built products through writing code, leading engineers, and shipping SaaS software. The role reports directly to the President and owns the technical execution, scalability, and evolution of Teach to One Roadmap’s SaaS platform.

Key Responsibilities

Engineering Leadership & Culture

• Set and execute engineering strategy aligned with company goals, product vision, and the roadmap
• Lead, mentor, and manage four director-level direct reports across engineering, QA, DevOps, and IT/Cybersecurity
• Build a high-performing, remote-first engineering culture emphasizing ownership, accountability, and continuous improvement
• Define technical standards, architectural principles, and best practices across frontend, backend, data, QA, and infrastructure
• Attract, retain, and develop engineering talent; design team structures, career paths, and succession plans for employees and contractors

Product & Engineering Partnership

• Partner closely with the Head of Product as genuine peers
• Translate product vision/roadmap into executable engineering plans with milestones and trade-off decisions
• Maintain shared alignment on technical debt, architectural risk, and platform investment needs
• Ensure engineering decisions enable future product possibilities
• Champion quality-first development; partner on acceptance criteria, release readiness, and user impact

AI-Driven Engineering & Product Features

• Drive adoption of AI-assisted development workflows (AI coding tools, automated testing, AI-supported code review)
• Lead evaluation/design/delivery of AI/LLM-enabled product features that improve outcomes for teachers and students
• Stay current on AI/ML capabilities and assess applicability to platform architecture and educational goals
• Establish responsible AI practices (governance, bias awareness, data privacy)

Requirements / What You Bring

• Career defined by writing code, leading engineers, and shipping SaaS products
• Experience releasing software frequently and iteratively
• Strong partnership history with product leadership
• Demonstrated embrace of AI/LLM tooling as both a development accelerator and a source of product features
• Experience in educational/training software is strongly preferred
• Ability to build engineering cultures that deliver reliably without sacrificing quality or velocity

Preferred / Nice-to-Haves

• Prior experience delivering consumer/school/institution-facing educational or training software
• Familiarity with responsible AI practices for governance, bias, and data privacy

Platform / Environment (Context)

• SaaS platform built on microservices and GraphQL
• Component-based frontend
• Extensive integrations with external systems
• Hosted on AWS with deployments via robust CI/CD
• Mix of full-time employees and offshore contractors across multiple time zones