Greenshades Software

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.