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[Wattpad] Head of Engineering

Wattpad· Wattpad – Tech | Wattpad | Engineering
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Hybrid (Toronto, Ontario)$240k - $280kFull-timePosted 1mo ago

About the role

Wattpad’s hybrid, global engineering leadership role focused on building and leading a high-performing engineering organization across architecture, client engineering, platform, data, and cross-functional partnerships to support Wattpad’s webnovel platform and personalization/AI initiatives.

Responsibilities

  • Lead and develop the engineering leadership team across architecture, client engineering, platform, and data engineering; building on the strengths and momentum already in place.
  • Continue strengthening engineering delivery, planning, estimation, and technical roadmapping as we evolve how our teams work and build together.
  • Shape the technical direction of Wattpad alongside senior technical leaders, ensuring our architecture and systems can support current experiences and future platform needs.
  • Strengthen our Data Engineering capabilities and foundations to support personalization, content intelligence, experimentation, and AI.
  • Help teams make strong, timely technical decisions and thoughtful tradeoffs between speed, scalability, complexity, and long term maintainability.
  • Build an engineering culture where teams are proactive problem solvers, bring forward recommendations, and own problems through to resolution.
  • Develop strong engineering leaders who can operate with increasing autonomy and grow high performing teams.
  • Evolve engineering operating practices to provide clarity, communication, and rigor for rapid delivery and effective incident response.
  • Deepen partnership between Engineering, Product, Design, Data, Content, and Trust & Safety to shape problems and solutions from the start.
  • Foster a culture of technical excellence, curiosity, accountability, urgency, collaboration, and continuous learning.

Qualifications

  • 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; ability to credibly challenge senior engineers and technical leaders.
  • Experience leading or partnering closely with Data Engineering; strong understanding of modern data platforms, pipelines, architecture, and analytics infrastructure.
  • Demonstrated experience improving engineering operating practices (planning, estimation, roadmapping, delivery, ownership, incident response).
  • Strong people leadership and coaching skills; 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; experience partnering closely 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.

Skills

Required:Engineering leadershipTechnical depth & architectural judgmentData engineering leadershipCross-functional collaboration

Benefits

  • Career development; mentorship and learning support
  • Top industry health benefits, including vision and dental
  • Health/wellness account to spend each year
  • RRSP Contributions (Canada), 401K Contributions (USA)
  • Generous vacation and Maternity/Parental leave top-up program
  • Corporate discount for gym memberships for you and your family
  • Work from almost anywhere in the world for part of the year
  • Winter break shutdown and more!
Last updated Oct 23, 2026. Interested? Apply on the company site.
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About Wattpad

Write the next chapter of your career with us.

Wattpad's vision is to entertain and connect the world through stories. A leading global webnovel platform, Wattpad has democratized storytelling for a new generation of diverse Gen Z writers and their fans. Wattpad is part of WEBTOON Entertainment’s IP & Creator Ecosystem, where approximately 155 million monthly active users discover incredible stories in multiple formats. We've reimagined the world of literature and redesigned entertainment as we know it. Come write your next chapter with us!

StorytellingWebnovelsEntertainmentDigital MediaSocial Storytelling
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