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).

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Director of Engineering (Product) - USA Remote