Lead Software Developer

Redgrave LLP•Any U.S. Location- Remote,

6d•$165,000 - $215,000•Onsite

About The Position

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.

Requirements

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)

Nice To Haves

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

Responsibilities

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