Director of Engineering (Product) - USA Remote

Director of Engineering (Product) – USA Remote

About the Role

We are seeking a Director of Engineering (Product) to lead and scale multiple product squads at a fast-growing edtech company. You will report directly to the CTO and co-founder, taking ownership of the product engineering organization as Timely enters its next phase of growth, serving half a million students across 20+ states.

What You Will Do

• Take direct ownership of multiple product squads (scheduler experience, visibility/reporting, and elementary school), managing engineers and driving delivery across all of them.
• Be hands-on initially, contributing code, performing code reviews, and pairing with engineers. This role is expected to be approximately a 50/50 split between hands-on work and leadership initially, shifting to an 80/20 leadership focus over time.
• Make and implement key technical architecture decisions to ensure the platform is robust and scalable for the next two years of growth.
• Partner with Product, School Success, and other cross-functional stakeholders to define squad goals and align engineering priorities with business outcomes.
• Ship high-value product features ahead of the March–August scheduling season, including advancing AI-powered capabilities.

Key Requirements

We are looking for candidates who meet the following criteria:

• 5+ years of engineering experience.
• 3+ years of experience managing multiple engineering teams (6+ engineers), ideally with experience scaling teams and managing other managers.
• Hands-on technical ability: must be able to read, review, and write code; this is not a pure people management role.
• Strong backend architecture experience with the ability to ramp on new stacks, including proficiency in our current stack (React, TypeScript, Python, AWS, MongoDB).
• Experience in a startup or high-growth environment: comfortable with ambiguity and able to independently prioritize and drive work without heavy support structures.
• Strong communication skills with the ability to connect technical decisions to business outcomes and drive cross-functional alignment.
• Ability to travel for company retreats (twice a year) and additional business trips (2-4 times a year).

Nice-to-Have

• Experience or background in educational technology (EdTech) or related learning and teaching fields.
• Demonstrated ability to learn and leverage AI.

Role Details

• Salary: $210,000 - $240,000
• Remote Work Policy: US-based, with a preference for East Coast hours. Company retreats twice a year, plus occasional travel to Boston/New York (2-4 additional trips per year).
• Employment Type: Full-time
• Location: USA (Remote)
• Tech Stack: React, TypeScript, Python, AWS, MongoDB
• Equity: Competitive equity package
• Visa Sponsorship: Open to visa transfers (e.g., OPT, H1B transfers).