DevOps/SRE II (Remote, US)

Openly has redefined the insurance experience—replacing decades of complexity with clarity. We’re the insurance provider for people who expect more and the partner independent agents have been waiting for.

Building a better future for personal lines insurance requires diverse expertise and thoughtful execution. We bring together dedicated problem-solvers who are excited to challenge the status quo and do meaningful work.

• Technology That Delivers: We leverage cutting-edge data to modernize underwriting and deliver tailored insurance solutions.

• Superior Protection: Highly customizable coverage designed to match the unique needs of modern homeowners.

• A Seamless Experience: Frictionless workflows for independent agents and fast, human-centered care for policyholders.

At Openly, our people are just as important as our product. Collaboration, communication, and work-life balance aren't just nice-to-haves—they are core to who we are. We believe a great company is built on a foundation of shared values, which is why we seek out individuals driven by integrity, empathy, teamwork, curiosity, and a healthy sense of urgency.

We embrace individuality and know that diverse teams build better products. Our commitment to inclusion across race, gender, age, religion, identity, and background drives our culture and our business forward every day.

Job Details 

We're hiring a DevOps/Site Reliability Engineer II to be a part of our team to build the technology infrastructure for Openly's insurance platform. You will play a crucial role in building, testing, and maintaining the infrastructure and the overall technology ecosystem that powers our insurance products and customer experiences.

Key Responsibilities 

• Build internal tooling to help other engineers and the rest of the company understand and operate our system

• Design and implement security best practices for our team and infrastructure

• Reduce toil through automation, including building and maintaining CI/CD infrastructure

• Build infrastructure as code using declarative provisioning tools

• Develop high signal-to-noise ratio monitoring and alerting policies and technology to help us meet our SLOs

• Lead incident response and postmortems

• Contribute to important architectural and operational decisions like microservices vs. monoliths, deployment techniques, technologies, policies, etc.

Our stack 

• Backend: Go & Postgresql 

• Frontend: Browser-based, VueJS, Webpack, Nuxt &, Tailwind

• Research/Data Science: R, ArcGIS, Jupyter Notebooks, & Python

• Data: GCP GCS, BigQuery, Composer/Airflow, Cloud Functions, Postgres, SQL, Python, Go, Aiven Debezium and Kafka, Fivetran

• Infrastructure: Google Cloud, specifically Cloud Run, Kubernetes, Pub/Sub, BigQuery, and CloudSQL, managed with Terraform. We use GitHub for code hosting, DataDog for monitoring, and CircleCI for running our CI/CD pipelines.

• Remote work tools: Slack, Zoom, Donut

Requirements 

• 2+ years of professional/production experience developing and using infrastructure automation tools and techniques

• Proven track record of creating improvements in business-critical systems around stability, performance, and scalability

• Demonstrated ability to deliver complete systems from start to finish in a reasonable time frame

• Understands the consequences of running software in production and are willing to share your knowledge with the rest of the team

• Ability to explain complex technical challenges to non-technical audiences

• Strong scripting skills in one or more of the following: Python, Go

• Experience working with Infrastructure as Code (IaC) tooling, preferably Terraform

• Cloud experience

At this time, we are unable to provide visa sponsorship for this position, now or in the future.

Great work happens when people feel supported, valued, and empowered. From comprehensive health coverage to remote-work flexibility, our benefits are designed to care for you and your family at every stage of life.

• Remote-First Culture: We supported remote work long before it became standard, and we remain dedicated to a flexible, distributed team.

• Competitive Pay & Equity: Top-tier base salary plus ownership in Openly’s growth.

• Comprehensive Health Coverage: Medical, dental, and vision plans tailored to you and your family.

• Life & Disability Insurance: Full coverage including voluntary supplemental options.

• Parental Leave: Up to 8 weeks (320 hours) of paid parental leave for eligible employees (with additional disability coverage available for birthing parents).

• 401(k) Company Contribution: Openly contributes 3% of your gross income, regardless of whether you make personal contributions.

• Home Office Setup: A $1,500 upfront allowance to build your ideal remote workspace, plus a $75/month internet stipend.

• Professional Development: $2,000 annually to invest in courses, conferences, or resources that help you grow.

• "Be Well" Program: A $50/month stipend dedicated to your personal health and well-being.

• Volunteer Hours & Referral Rewards: Paid time off to give back to your community, plus generous financial rewards for referring great talent.

Note: Select roles may also be eligible for cash incentives or sales commissions. Eligibility for all compensation and benefits is governed by applicable plan terms.

Our Hiring Commitment: We believe interviewing is a two-way street. We’ve designed our hiring process to be transparent, respectful, and human. At every step, you’ll have space to showcase your strengths, ask tough questions, and discover if Openly is the right place for your next chapter.

U.S. Citizens, Green Card Holders, and those authorized to work in the U.S. for any employer and currently residing in the US will be considered.

Openly is committed to equal employment opportunity and non-discrimination for all employees and qualified applicants without regard to a person's race, color, sex, gender identity or expression, age, religion, national origin, ancestry, ethnicity, disability, veteran status, genetic information, sexual orientation, marital status, or any characteristic protected under applicable law. Openly is an E-Verify Employer in the United States. Openly will make reasonable accommodations for qualified individuals with known disabilities under applicable law.

We strive to provide an exceptional applicant and candidate journey when you engage with us. In an effort to respond to applicants in a timely manner, we leverage AI to organize applications and resumes based on required and applicable skills and experience. To allow our applicants to drive their initial interview experience with us, we may leverage an AI-supported scheduling tool so you can choose when to meet with our team. While AI assists with efficiency, all hiring decisions are made by our team members. Rest assured, your data is protected according to privacy laws and company policies. Contact our recruitment team with any questions about our AI-assisted hiring process.