Principal Devops Engineer - Chicago - SageSure

Description

Overview

If you're looking for the stability of a profitable, growing company with the entrepreneurial spirit of a startup, we're hiring. SageSure, a leader in catastrophe-exposed property insurance, is seeking a Principal Devops Engineer to join our dynamic Platform Engineering team. This team is dedicated to designing, building, and maintaining essential platform tools and frameworks that empower engineering teams with self-service, scalable, and efficient solutions.

You'll play a key role in modernizing our software delivery processes and ensuring they meet the evolving needs of our engineering organization. By collaborating closely with engineering teams, you'll help create a culture of DevOps, minimizing friction and optimizing feedback loops to ensure high-quality, fast, and autonomous software delivery.

What you'd be doing

• Drive the development and continuous improvement of platform tools, emphasizing scalability, reliability, and monitoring capabilities to effectively support engineering teams.
• Design and implement self-service tools and frameworks that empower engineering teams, promoting scalability, efficiency, and reusability across various platforms.
• Provide expert-level technical oversight and mentorship to engineering teams, ensuring platform capabilities are seamlessly integrated into workflows and aligned with organizational goals.
• Establish and maintain comprehensive technical documentation and engineering standards, ensuring platform tools remain understandable, extensible, and accessible to all teams.
• Analyze and resolve complex performance issues within platform tools, identifying root causes, and implementing robust, scalable solutions to enhance efficiency and reliability.
• Proactively research and adopt new technologies, tools, and engineering patterns that elevate developer productivity and improve self-service capabilities.
• Focus extensively on scalability, performance optimization, and sustainable software delivery, ensuring efficient resource utilization and cost effectiveness.
• Actively participate in on-call rotations, providing critical expertise and technical guidance to maintain production environment resilience and high availability.

We're looking for someone who has

• 8+ years of experience building, scaling, and implementing DevOps solutions, with deep expertise in automation and tooling.
• Ability to develop and document reusable, scalable solutions that enable engineering teams to operate efficiently.
• Demonstrated expertise in automation practices, leveraging best practices and methodologies to streamline workflows and seamlessly integrate tooling into engineering processes.
• A platform-focused mindset, capable of developing, documenting, and promoting reusable patterns that significantly enhance engineering productivity.
• Deep knowledge of Kubernetes or similar container orchestration frameworks, along with experience using ecosystem tools such as Helm, Docker, Argo Rollouts, and Ingress NGINX, to build resilient and scalable solutions.
• Hands-on experience with CI/CD methodologies and tools (e.g., GitLab CI, Blue/Green and Canary deployments, API testing), emphasizing modular, scalable, and efficient pipeline design.
• Proficient in automated scripting, including designing, coding, debugging, and maintaining scripts in Python, Bash, or Go, and capable of setting scripting standards and best practices.
• Experience developing solutions on cloud platforms, particularly AWS, with comprehensive knowledge of cloud-native architecture and best practices.
• Strong understanding of monitoring and observability best practices, including the ability to design solutions that deliver actionable insights into distributed systems.

Highly preferred candidates also have

• Software development experience, particularly working with APIs in Java or Python or Go, with an ability to guide teams in building and maintaining high-quality integrations.
• Advanced understanding of Linux systems and container runtimes, including the ability to architect solutions that leverage these systems for scalability and reliability.
• Experience in the insurance and/or financial industry sectors, including an understanding of industry-specific challenges and compliance requirements.

About SageSure

Named among the Best Places to Work in Insurance by Business Insurance for four years in a row , SageSure is one of the largest managing general underwriters (MGU) focused on catastrophe-exposed markets in the US. Since its founding in 2009, SageSure has experienced exceptional growth while generating underwriting profits for carrier partners through hurricanes, wildfires, and hail. Available in 16 states, SageSure offers more than 50 competitively priced home, flood, earthquake, and commercial products on behalf of its highly rated carrier partners. Today, SageSure manages more than $1.9 billion of inforce premium and helps protect 640,000 policyholders.

SageSure has more than 1000 employees working remotely or in-office across nine offices: Cheshire, Connecticut; Chicago, Illinois; Cincinnati, Ohio; Houston, Texas; Jersey City, New Jersey; Mountain View, California; Marlton, New Jersey; Tallahassee, Florida; and Seattle, Washington.

SageSure offers generous health benefits and perks, including tuition reimbursement, wellness allowance, paid volunteer time off, a matching 401K plan, and more.

SageSure is a proud Equal Opportunity Employer committed to building a workforce that reflects the spectrum of perspectives, experiences, and abilities of the world we live in. We recognize that our differences make us strong, and we actively seek out diverse candidates through partnerships with organizations, institutions and communities that represent various backgrounds. We champion belonging and inclusion for all identities, including, but not limited to, race, ethnicity, religion, sexual orientation, age, veteran status, ability status, gender, and country of origin, striving to create a culture where all individuals feel valued, respected, and empowered to bring their authentic selves to work.

Our nimble, highly responsive culture nurtures critical thinkers who run toward problems and engineer solutions. We relentlessly pursue better outcomes by investing in the technology, talent, and tools that position us to succeed in demanding markets. Come join our team Visit to find a position for you.