Note: The job is a remote job and is open to candidates in USA. Greenshades Software is seeking a Software Development Lead (Engineering Sustainability) to oversee the engineering health and stability of their product portfolio. This hands-on role involves managing a team of engineers while engaging directly with code, focusing on reliability, technical debt reduction, and AI-driven engineering practices.
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
Skills
- 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
Company Overview
Greenshades Software provides payroll, human resources, benefits admininstration, and labor management services. It was founded in 2002, and is headquartered in Jacksonville, Florida, USA, with a workforce of 201-500 employees. Its website is https://go.greenshades.com/.