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About the Role
We are seeking a Lead Infrastructure Engineer to join our founding team and architect the foundation of an AI-native legal platform. You will design and own the infrastructure powering the platform, ensuring security, reliability, and scalability for sensitive legal workflows. This role offers the opportunity to build systems, standards, and tooling for rapid product development while maintaining trust.
Responsibilities
- Design, build, and manage cloud infrastructure (AWS, GCP, or similar)
- Own deployment pipelines, CI/CD systems, and developer infrastructure
- Architect scalable, high-availability systems for an AI-native application
- Build and manage infrastructure for AI workloads (LLMs, embeddings, vector databases, RAG pipelines)
- Establish best practices for monitoring, logging, alerting, and incident response
- Implement and maintain strong security and compliance standards (SOC 2 readiness, data encryption, access controls)
- Ensure reliable handling of sensitive and privileged legal data
- Optimize system performance, cost efficiency, and scalability
- Collaborate with engineering and product teams to support rapid iteration and deployment
- Evaluate and integrate new infrastructure tools and technologies
- Lead infrastructure strategy and help hire and mentor future infrastructure and DevOps engineers
Requirements
- 6–10+ years of experience in infrastructure, DevOps, or platform engineering roles
- Strong experience with cloud platforms (AWS, GCP, or Azure) and modern infrastructure tooling
- Expertise in CI/CD, containerization (Docker), and orchestration (Kubernetes or similar)
- Experience building and scaling production systems with high reliability and uptime requirements
- Strong understanding of security best practices, including IAM, encryption, and network security
- Experience with monitoring and observability tools (e.g., Datadog, Prometheus, Grafana)
- Ability to design systems for scalability, fault tolerance, and performance
- Comfortable operating as a technical leader and making high-impact decisions
- Experience supporting AI/ML infrastructure (LLMs, vector databases, distributed workloads)
- Familiarity with compliance frameworks such as SOC 2, GDPR, or similar
- Experience in regulated industries (legal, fintech, healthcare, etc.)
- Background as an early or founding engineer in a startup environment
- Experience building internal developer platforms or tooling
- Owner mindset
- Security-first thinking
- Systems thinker
- Builder mentality
- Collaborative
- Adaptable
Skills
- Cloud infrastructure (AWS, GCP, Azure)
- CI/CD
- Containerization (Docker)
- Orchestration (Kubernetes)
- Security best practices (IAM, encryption, network security)
- Monitoring and observability tools (Datadog, Prometheus, Grafana)
- AI/ML infrastructure (LLMs, vector databases, distributed workloads)
- Compliance frameworks (SOC 2, GDPR)
Experience Level
- 6-10+ years
Salary/Compensations
- $150,000 – $165,000
Benefits
- Competitive compensation
- Meaningful equity
- Early-stage ownership with significant upside
- Direct impact
- Own and define Shepherd’s infrastructure, security, and scalability from day one
- Cutting-edge systems
- Work on AI-native infrastructure and modern cloud architectures
- Professional growth
- Opportunity to build and lead the infrastructure function as the company scales
- Mission-driven work
- Help democratize access to high-quality legal services for startups
About the Company
- We are an AI-native legal platform.
- We are a category-defining company operating at the intersection of AI, legal services, and regulated data.
- Our Core Values: Be Bold & Take Intelligent Risks, Demand Excellence, Execute Relentlessly, Earn Trust Through Action, Be a Good Person.
Equal Opportunity
- We are an equal opportunity employer and are committed to building a diverse and inclusive workplace.
- We do not discriminate on the basis of race, color, religion, gender, gender identity or expression, sexual orientation, national origin, age, disability, veteran status, or any other legally protected characteristic.