Engineering Manager

HighlightTA,
CA$176,838 - CA$216,138Remote

About The Position

We're looking for an Engineering Manager who will build and lead high-performing Ruby on Rails teams as Zipline scales its product surface area and infrastructure. This is a hands-on leadership role. You'll own delivery outcomes, grow engineers' careers, and drive adoption of AI-powered development practices across your teams. You won't be writing production code daily, but you'll need deep technical fluency to guide your team through complex architectural decisions, keep technical debt visible and under control, and help engineers ship with confidence.

Requirements

  • 2+ years of experience in an engineering management role, leading teams of senior individual contributors. Tech lead experience counts if you were responsible for people outcomes.
  • 3+ years of hands-on experience with Ruby on Rails at production scale. You don't need to be the strongest coder on the team, but you need to understand the codebase, review architecture decisions credibly, and spot when something is heading sideways.
  • Demonstrated proficiency with AI-assisted and agentic development workflows. You've personally used AI coding tools and, more importantly, you've rolled them out across a team. You can speak concretely to how you measured adoption, handled quality concerns, and shifted team practices.
  • Maintain a technical debt roadmap and can talk about how you've balanced debt reduction against feature delivery in previous roles. You know how to make debt visible to product partners without turning every planning session into a negotiation.
  • Coaching is in your blood. You get energy from growing engineers, not just shipping features. You have a track record of promotions, skill development, and career progression on your teams. You give feedback that is direct, specific, and kind.
  • Clear, compelling communicator who can represent your team to audiences with varying levels of technical fluency. Written communication matters especially in a remote-first company.
  • Experienced in designing and operating distributed systems, APIs, and web applications. Familiarity with robust logging, monitoring, and incident response practices is expected.
  • Proactive, organized, and comfortable managing your own time as a remote employee.

Responsibilities

  • Manage and coach a team of software engineers delivering secure, scalable features for Zipline's enterprise customers.
  • Partner with Product and Design to scope, prioritize, and deliver solutions while balancing ongoing engineering health.
  • Own a technical debt roadmap for your teams. You'll identify, quantify, and sequence debt reduction work alongside feature delivery so it doesn't become an afterthought or an emergency.
  • Drive adoption of AI and agentic development workflows within your teams. This means getting engineers productive with tools like Claude Code, establishing quality gates and review practices for AI-assisted output, and measuring the impact on velocity and code quality.
  • Build and maintain team processes that support async, remote-first collaboration. You'll facilitate ceremonies, manage capacity, and ensure the right information reaches the right people at the right time.
  • Represent your teams to engineering leadership, cross-functional partners, and occasionally customers and partnership organizations.
  • Recruit, hire, and retain strong engineers. Build a diverse team and foster a collaborative, inclusive environment where people do the best work of their careers.
  • Pay close attention to team health, individual wellbeing, and career growth. Run regular 1:1s, give direct and specific feedback, and advocate for your people.

Benefits

  • Remote-first culture
  • Stock Options
  • Flexible time-off policy
  • Monthly coffee-shop stipend
  • One-month sabbatical after five years
  • World-class medical, dental, and vision policies
  • Annual company off-sites
  • Paid day off to volunteer each quarter
  • Unlimited access to Udemy Business account
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