Lead DevOps Engineer

Who we are:

Welcome to Archipelago, where we're redefining the landscape of commercial property insurance with our AI-powered data network. We believe in the power of accurate information to drive meaningful business decisions and offer solutions to generate that accurate information as easily and efficiently as possible. By connecting brokers, owners, and insurers, we empower our customers to navigate the complexities of the property insurance and risk management processes with confidence.

Archipelago was founded in 2018 and serves many of the world’s largest property brokers and their clients, representing over 500 of the world's largest and most dynamic commercial property portfolios to improve their data and better represent their risks. Archipelago has achieved Series B funding from industry-leading investment partners including Scale, Canaan Partners, Ignition Partners, Prologis Ventures, Stone Point Capital, and Zigg Capital.

Join us at Archipelago and be part of a team dedicated to transforming the commercial property insurance industry. We are seeking individuals with a passion for innovation, a commitment to excellence, and a drive to further elevate and empower our customers.

If you're ready to make a meaningful impact and be part of a dynamic, forward-thinking company, we invite you to explore our job opportunities and join us on our journey to keep data accurate and workflows seamless.

Who you are:

Archipelago is seeking a Lead DevOps Engineer to join our growing team. We are looking for an experienced DevOps / Infrastructure Engineer comfortable designing, developing, and maintaining AWS cloud infrastructure for a SaaS business in the insurance tech space. As a 5-year-old company, we are still actively evolving our infrastructure architecture, so the role requires a significant amount of architecture and collaboration with the engineering team (currently about 20 and rapidly growing).

Objectives and Key Results

Improve System Reliability and Availability

• Achieve 99.9% uptime for production application deployment.
• Identify gaps and improve monitoring, alerting, and resolution to be more proactive.
• Active participation and proactive improvement of on-call rotation and process.

Automated CI / CD

• Reduce elapsed integration testing and deployment time for existing services.
• Enable self-service deployments by engineering squads.
• Maintain and develop all infrastructure changes in Terraform IAC.

Collaboration

• Support engineering squads in the design and architecture of new cloud services.
• Implement best practices as Terraform modules and documentation.
• Lead and mentor other global DevOps engineers to be successful in a follow-the-sun support model.

Optimize Cloud Resource Utilization

• Identify and procure AWS cost savings plan to reduce ongoing costs.
• Identify and implement cloud architecture improvements to ensure optimal cost spend and utilization.
• Implement and operate open-source / third-party services (e.g., Flyte) utilizing AWS EKS.

Qualifications:

• Strong knowledge of the AWS stack, especially Serverless deployments (ECS, Lambdas, EKS)
• Proficient with Terraform.
• Advanced ability to craft clear and concise documentation
• Understanding of deployment orchestration using Docker, ECS, or Kubernetes.
• You have proficiency with shell scripting and one or more scripting / automation languages (e.g., Python, Ansible, etc.).
• Ability to design and manage CI / CD pipelines (e.g., GitHub Actions, AWS CodeBuild)
• Ability to lead and mentor others, work as part of a team but also focus and execute on your deliverables.

Bonus Points:

• Experience operating React, Go, Python, and Postgres stacks.
• Experience building and running applications for enterprise regulated customers.

Benefits:

We offer benefits regardless of where you are in your career. We believe that providing our employees with the means to lead healthy balanced lives results in the best possible work performance.

• Company Equity Program
• Medical, dental, vision, and life insurance
• Flexible Time Off
• Mental Health programs
• Remote office reimbursement

*All benefits are subject to change at management’s discretion.

Salary Range in CA/NY: $160,000 to $220,000

We are an equal opportunity employer with a commitment to diversity. All individuals, regardless of personal characteristics, are encouraged to apply. All qualified applicants will receive consideration for employment without regard to age (40 and over), race, color, national origin, ancestry, sex, sexual orientation, gender, gender identity, gender expression, marital status, pregnancy, religion, physical or mental disability, military or veteran status, genetic information, or any other status protected by applicable state or local law.