Role Summary

The Software Development Lead (Engineering Sustainability) owns the engineering health, stability, and maintainability of the entire Greenshades product portfolio. This is a hands-on, player-coach role: you will manage a team of software engineers while staying deep in the code, driving root-cause resolution, defect and technical-debt reduction, and the engineering standards that keep our payroll, HR, and tax products reliable at scale. This is application-level product engineering across our full portfolio — not infrastructure SRE. Reporting directly to the CTO, you will have broad cross-product ownership, executive visibility, and a mandate to run an AI-first engineering practice that sets the bar for the rest of R&D.

Responsibilities

AI-First Operating Approach: Establish, model, and continuously evolve an AI-driven approach across the team's entire workflow — from triage and diagnosis to code review and documentation. Every member of this team is expected to use AI tools as a core part of their daily work.
Lead, mentor, and manage a team of software engineers responsible for the reliability and maintainability of products across the Greenshades portfolio.
Serve as technical lead and primary contributor on complex stability improvements, root cause analysis, and high-impact production issues.
Own the prioritization and execution of the reliability backlog across the entire product portfolio — production defects, technical debt, dependency upgrades, and platform stability work.
Partner with Product, QA, and other engineering teams to triage incoming issues, assess severity, and ensure timely resolution in line with SLAs and business priorities.
Define and enforce engineering standards and best practices that improve long-term maintainability and reduce recurring issues across teams.
Drive continuous-improvement initiatives — code quality reviews, dependency audits, performance monitoring, and documentation — to proactively reduce operational burden.
Report regularly to the CTO on team velocity, backlog health, and product reliability metrics.
Recruit, onboard, and develop engineers, fostering a culture of accountability, urgency, and technical excellence.
Other duties as assigned.

Requirements

6+ years of software engineering experience, including at least 2 years in a technical lead or engineering management role.
Hands-on experience using LLM-powered tools (such as GitHub Copilot, Claude, Cursor, or similar) to accelerate development, debugging, and documentation, with a demonstrated AI-first approach to engineering work.
Proven ability to coach and uplift a team in adopting AI tools and workflows — not just use them individually.
Demonstrated experience hiring, developing, and managing the performance of engineers.
Strong proficiency in one or more core technologies: C#/.NET, Angular, SQL Server, or comparable stacks.
Experience maintaining or supporting large, multi-product software portfolios in a production environment.
Proven ability to diagnose and resolve complex production issues, including root cause analysis and post-incident review.
Experience managing and prioritizing a high-volume backlog across competing product lines and stakeholder needs.
Strong communication and organizational skills, with the ability to report clearly to senior leadership on team health, delivery, and AI-driven productivity.
Track record of building and developing high-performing engineering teams.
Comfort working across codebases at varying levels of maturity, including legacy systems and modern cloud-native applications.

This is a remote position.

Greenshades Software

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Software Developer Lead / Engineering Sustainability