Director of Engineering

EasyLlama is transforming the HR compliance industry by reinventing outdated and uninspiring training solutions and adapting them for the mobile-first generation. Our engaging, fun, and interactive training helps millions of employees worldwide build a safer, more positive, and inclusive workplace. As we continue to set the standard in compliance solutions, our vision extends far beyond training—we aim to partner with thousands of organizations to reduce employee risk and foster a more inclusive and secure environment for all.

With world-class customer reviews—boasting a 96% rating on G2 from over 100 reviews—and industry-leading NPS and Customer Satisfaction scores, EasyLlama is proud to have earned the trust of over 5,000 clients, including brands like Shake Shack, WeightWatchers, Sephora, JiffyLube, and Y Combinator. Our mobile-friendly platform delivers on-demand, self-paced, and bite-sized solutions that meet employees where they are, increasing engagement and retention.

At EasyLlama, we are not just transforming compliance training—we are challenging the status quo. We have a strong culture of collaboration, innovation, and getting things done.

About the Role

We are seeking a seasoned Engineering Manager or Director to lead our web development team as we scale our suite of SaaS products. This leadership role requires a strong balance of technical acumen, strategic thinking, and people management. You will be responsible for driving the engineering roadmap, ensuring high-quality code delivery, mentoring a remote team, and fostering a culture of innovation—especially as we integrate cutting-edge AI technologies into our products.

This is an opportunity to play a critical role at a fast-growing startup, where adaptability, ownership, and speed are key. You’ll be building resilient systems and teams that can scale with us.

This role is open to permanent residents or citizens of the United States or Canada.

What You'll Do:

• Team Leadership & Management

  • Lead, mentor, and grow a distributed team of 5+ talented web engineers.

  • Promote a culture of continuous improvement, ownership, and high-performance.

  • Drive employee engagement, motivation, and career development through regular feedback and coaching.

  • Recruit top-tier talent and help shape the engineering culture of a fast-paced startup.

• Technical Oversight

  • Provide technical direction across web development initiatives using technologies such as Ruby (on Rails), JavaScript, React, and other modern web stacks.

  • Collaborate with Product, Design, QA, and other stakeholders to deliver high-impact, scalable solutions under tight startup timelines.

• Innovation & AI Integration

  • Spearhead efforts to build and ship innovative features powered by artificial intelligence.

  • Guide the team in prototyping, evaluating, and implementing AI-driven enhancements that improve user experience and operational efficiency.

• Project & Process Management

  • Own the full software development lifecycle—from design and requirements gathering to development, testing, deployment, and post-launch support.

  • Ensure best practices in Agile/Scrum methodologies, including sprint planning, retrospectives, and cross-functional coordination.

• Operational Excellence

  • Set clear engineering KPIs and ensure on-time delivery without compromising code quality or system reliability.

  • Optimize workflows and eliminate bottlenecks in collaboration with DevOps and QA.

  • Bring an iterative, MVP-first approach that suits startup speed and constraints.
    

Who You Are:

• You have 10+ years of professional experience building and launching production-grade software in SaaS or similar high-scale industries.

• You bring proven experience working in high-growth startup environments.

• You have demonstrated success managing remote teams (5+ engineers) in dynamic, international, and fast-moving environments.

• You have a strong portfolio of shipped web applications with significant AI-driven features or tooling.

• You are skilled in modern web development technologies, including Ruby on Rails, React, JavaScript/TypeScript, and modern CI/CD workflows.

• You have a deep understanding of softw