What you will do
- Drive Execution: Lead a full-stack team of 8+ engineers to deliver against a high-priority roadmap, balancing near-term product needs with long-term platform investments.
- Own a Complex Domain: Build systems that manage leave policies, accruals, balances, approval workflows, and holiday calendars—ensuring correctness, flexibility, and a seamless user experience.
- Design for Edge Cases: Develop scalable solutions that handle nuanced scenarios such as extended leave (e.g., parental, medical, or unpaid leave), including their downstream impact on payroll, benefits, and system access.
- Architect Global Primitives: Evolve the system beyond hard-coded logic into a flexible, primitive-based engine that can support diverse and changing requirements across regions and companies.
- Scale the Team: Raise the bar on engineering and leadership excellence by strengthening technical rigor, improving operational processes, and mentoring senior engineers. You will partner closely with a Staff Engineer to drive long-term technical vision.
- Cross-Functional Partnership: Collaborate closely with Product and partner teams to ensure Time Off integrates cleanly with payroll, benefits, compliance, and other core platform systems.
- Innovate with AI: Leverage internal AI capabilities to introduce automation and intelligence into leave management workflows.
- Maintain High Quality: Own the reliability, performance, and scalability of a system that serves as a daily touchpoint for employees and managers.
What you will need
Experience: 8+ years of software engineering experience, including 2–4+ years in an engineering management role, ideally within a high-growth environment.
Technical Depth: Strong technical foundation with the ability to lead system design for distributed systems and engage deeply in architectural decisions when needed.
Product Mindset: You think beyond features and focus on building durable, flexible systems that support complex business workflows.
Experience with Complexity: Experience working in domains with high correctness requirements and complex business logic (e.g., Fintech, HR Tech, Payroll, or Workforce Management) is highly preferred.
High Agency: Comfortable operating in fast-paced environments with evolving requirements. You make pragmatic tradeoffs between speed and long-term scalability.
Leadership Excellence: Demonstrated success in hiring, developing, and retaining senior engineers while fostering a culture of accountability and high performance.
Additional Information: This role will receive a competitive salary + benefits + equity.