Senior DevOps Engineer
Hi Marley · Boston, United States
About The Role
Join Hi Marley, a rapidly growing startup in the insurance industry, as a Senior DevOps Engineer. In this role, you will design and operate cloud infrastructure on AWS, build and maintain AI/ML infrastructure, establish infrastructure-as-code standards, implement observability, and support big data infrastructure. You will also drive environment parity, improve disaster recovery capabilities, lead architecture reviews, innovate on developer experience, and act as a technical anchor for infrastructure decisions across teams. Enjoy an open vacation policy, a culture of employee engagement and diversity, and a full benefits package including generous stock options.
- Design and operate cloud infrastructure on AWS that supports both core SaaS platform and agentic AI services, ensuring reliability, scalability, and cost efficiency.
- Establish and enforce infrastructure-as-code standards using Terraform, defining the patterns other engineers follow for environment parity, drift detection, and automated compliance validation.
- Lead architecture reviews for new services, integrations, and AI agent deployments — partnering with engineering, product, and security to ensure infrastructure decisions are sound before they ship.
- Container orchestration (ECS, EKS)
- You have experience with compliance-sensitive environments and understand why audit trails, access governance, and change management matter
- Monitoring and observability platforms (Datadog, CloudWatch)
- 2+ years of experience building or operating AI/ML infrastructure (model serving, inference, LLM orchestration, or agentic systems)
- You naturally step up to lead technical conversations, and people across teams seek you out when infrastructure decisions get complicated
- Strong proficiency in at least one programming language (Python, Go, TypeScript, or similar)
- You have strong infrastructure-as-code skills with Terraform and understand how to manage state, modules, and multi-environment configurations
- A genuine curiosity about AI and emerging technologies, paired with the judgment to apply them thoughtfully and responsibly
- You understand data infrastructure: pipelines, warehousing, ETL/ELT, and how to support analytics at scale
- You have deep experience with AWS cloud services (ECS, Lambda, SageMaker, Bedrock, S3, DynamoDB, Redshift, or equivalent)
- You have built and operated infrastructure for traditional and AI or ML workloads at a SaaS company
- Experience in regulated industries (insurance, financial services, healthcare) is a strong plus
- You communicate well with both engineering and non-technical stakeholders
- Data infrastructure (Redshift, or similar data warehousing; Airflow, dbt, Dagster or similar pipeline tools) is a strong plus
- You are comfortable operating in a fast-moving environment where AI capabilities are evolving rapidly and infrastructure decisions have regulatory implications
- Experience with:
- 6-+ years of DevOps/SRE/Platform Engineering experience
- Bachelor’s degree in Computer Science, Engineering, or equivalent experience
- You think about observability as more than dashboards — you care about data integrity, SLOs, error budgets, and catching silent failures
- Track record of leading cross-team technical initiatives and mentoring engineers on infrastructure and operational best practices
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