Lead Software Developer

Redgrave LLP is looking for a Lead Software Developer to design, build, and scale the custom applications and AI-powered tools our attorneys and staff rely on every day. This is a hands-on technical leadership role: you’ll architect and write code directly, lead a team of developers through the full software development lifecycle, own our CI/CD and containerization strategy, and drive the adoption of AI-assisted development and AI-powered features across our application portfolio. If you want to lead from the keyboard, not just from a distance, we want to hear from you.

What You’ll Do

• Lead the design, development, and deployment of custom applications from requirements gathering through production support
• Architect, build, and maintain CI/CD pipelines that enable fast, reliable, and secure releases
• Design and manage containerized environments (Docker, Kubernetes) for scalability, portability, and resilience
• Champion AI-assisted development tools (e.g., GitHub Copilot, Claude Code) and establish best practices for their responsible use
• Design and implement AI/LLM-powered features and integrations, including RAG pipelines and agentic workflows
• Lead technical architecture decisions, evaluating trade-offs and documenting design choices
• Mentor developers through code review, pair programming, and technical coaching, with an emphasis on Python best practices
• Establish and maintain code quality and automated testing standards (unit, integration, end-to-end)
• Collaborate with IT leadership, attorneys, and business stakeholders to translate requirements into technical solutions
• Identify and remediate technical debt, bottlenecks, and security vulnerabilities
• Design evaluation approaches to assess AI system quality, including accuracy and hallucination risk

• Bachelor’s degree in computer science or a related field, or equivalent practical experience
• 7+ years of professional software development experience, including 2+ years in a technical lead or senior individual contributor role
• Deep, hands-on expertise in Python, including modern frameworks (Django, FastAPI, Flask)
• Demonstrated experience across the full SDLC - requirements, architecture, development, testing, and deployment
• Strong hands-on experience building and maintaining CI/CD pipelines (GitHub Actions, Jenkins, GitLab CI)
• Proven experience with containerization and orchestration (Docker, Kubernetes, or equivalent)
• Experience integrating AI/LLM APIs or models into production applications
• Strong TypeScript/JavaScript skills and familiarity with web frameworks (e.g., NextJS) preferred
• Experience deploying AI applications across multiple cloud providers (Azure, AWS, Google Cloud)

Preferred

• Master’s degree in computer science or a related field
• .NET development experience (C#, ASP.NET Core), particularly in mixed-stack or migration environments
• Experience integrating with Microsoft 365, Microsoft Graph, or Microsoft 365 Copilot
• Experience with Azure application services (App Service, Container Apps, Functions, API Management, Key Vault, Service Bus, Azure SQL, or Azure Database for PostgreSQL)
• Experience building RAG pipelines, agentic systems, or multi-agent architectures
• Familiarity with MLOps practices and model lifecycle management
• Experience with infrastructure-as-code (Bicep, Terraform, CloudFormation)
• Experience in legal, financial services, or another regulated industry with heightened client security requirements
• Ability to manage multiple concurrent projects across practice areas and competing priorities, This role requires the ability to sit, stand, and move about an office environment for extended periods; use a computer keyboard, mouse, and standard office equipment; view computer screens and read printed materials; and communicate verbally and in writing.

The expected base salary range for this position is $165,000 - $215,000, commensurate with experience. Redgrave LLP offers a comprehensive benefits package including medical, dental, vision, 401(k), and paid time off.

Redgrave LLP is one of the largest legal practices focused exclusively on addressing the legal challenges that arise at the intersection of the law and technology, including eDiscovery, information governance, data privacy, and data security. We provide clients with practical, innovative, and cost-effective solutions and serve Global and Fortune 500 companies across a diverse array of industries. We also work collaboratively with Am Law 100 law firms in roles ranging from co-counsel to consulting and testifying expert witnesses and have appeared in state and federal courts throughout the United States.