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Head of Engineering

Wattpad - Toronto, ON, Canada - Hybrid - posted 2026-09-17

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Wattpad, a leading global webnovel platform with approximately 155 million monthly active users, is seeking a Head of Engineering to lead and develop the engineering leadership team across architecture, client engineering, platform, and data engineering. In this role, you will lead a multi-team engineering organization and shape the technical direction of Wattpad alongside senior technical leaders. Key responsibilities include: - Lead and develop the engineering leadership team, building on existing strengths and momentum - Strengthen engineering delivery, planning, estimation, and technical roadmapping - Shape technical direction and ensure architecture and systems support both current experiences and future platform needs - Strengthen Data Engineering capabilities to support personalization, content intelligence, experimentation, and AI - Help teams make strong technical decisions and thoughtful tradeoffs between speed, scalability, complexity, and maintainability - Build an engineering culture of proactive problem solvers with strong ownership - Develop strong engineering leaders who operate with autonomy and grow high-performing teams - Evolve engineering operating practices to provide clarity, communication, and rigor for rapid response - Deepen partnerships between Engineering, Product, Design, Data, Content, and Trust & Safety - Foster a culture of technical excellence, curiosity, accountability, urgency, collaboration, and continuous learning Wattpad is part of WEBTOON Entertainment's IP & Creator Ecosystem and operates a hybrid model with employees working from the downtown Toronto office 3 days per week. REQUIREMENTS: - 10+ years of progressive software engineering experience, including 5+ years leading engineering teams and senior engineering leaders - Experience leading a multi-team engineering organization across engineering, infrastructure, and data - Strong technical depth and architectural judgment with ability to credibly challenge senior engineers and technical leaders - Experience leading or partnering closely with Data Engineering and strong understanding of modern data platforms, pipelines, architecture, and analytics infrastructure - Demonstrated experience improving engineering operating practices including planning, estimation, technical roadmapping, delivery, ownership, and incident response - Strong people leadership and coaching skills with experience developing engineering managers and senior technical leaders - Proven ability to make sound decisions in ambiguous environments, evaluate tradeoffs, and move teams from problem identification to resolution - Strong cross-functional leadership skills and experience partnering with Product, Design, Data, and other business functions - Experience leading through organizational or technical change while maintaining team engagement and delivery - No specific degree, license, or professional certification required; equivalent practical experience valued NICE TO HAVES: - Track record of creating engineering rigor through stronger planning, decision-making, accountability, and operational discipline without unnecessary process - Proactive problem-solving mindset with experience moving teams from identifying problems to developing options and solutions - Demonstrated success developing engineering managers and senior technical leaders with increasing autonomy - Experience building collaborative engineering cultures where Engineering operates as integrated partner with Product, Design, Data, Content, Trust & Safety, and broader business

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