DevOps Engineer

Outmarket AI; United States; Remote; USD 120,000 - 180,000; Full time

Benefits offered by this job

Remote-first flexibility

Competitive compensation and equity

Direct collaboration with founders

Ownership from day one

Job summary

Outmarket AI is seeking a DevOps Engineer to own the infrastructure and delivery platform powering our AI products—cloud infrastructure, CI/CD, security, reliability, and observability. You will turn infrastructure into code and make safe, fast shipping the default, running the single-tenant, SOC 2 Type II platform that every customer’s trust rests on.

You will join a remote-first team and collaborate with founders and real users to build an AI-native product from the ground up, solving hard

Qualifications

• 5+ years operating production infrastructure.
• Hands-on experience running Kubernetes in production.
• Strong Terraform and Python skills.
• CI/CD experience with GitHub Actions.
• Deep experience in security, monitoring, reliability, and availability.
• Experience with one or more leading cloud providers (AWS, GCP, or Azure).
• AI-first thinking—using AI to build and operate better.

Responsibilities

• Own infrastructure core to the product and customer trust.
• Build automation, platform, and guardrails for shipping.
• Maintain security, reliability, and observability across systems.
• Turn infrastructure into code to enable fast, safe delivery.

Skills

Kubernetes

Terraform

Python

GitHub Actions

Cloud providers

Security

Monitoring

Reliability

Availability

AI-first thinking

Tools

AWS

GCP

Azure

Job description

ABOUT OUTMARKET

Outmarket is the AI platform for insurance, trusted by more than 250 brokerages to run the work their business depends on. Commercial insurance still runs on dense documents and slow, manual workflows, and that is exactly what we automate: quote comparisons, coverage gap and tower analysis, policy review, and proposal generation, all grounded in our customers’ own data and source-cited so teams can trust the output.

The impact is concrete. Teams save 12 to 15 hours per person every week, cut errors by roughly 65 percent, and win more business, all on infrastructure that is SOC 2 Type II certified, single-tenant, and never used to train AI models. We are an AI-first company in both what we build and how we work, shipping quickly and in close partnership with the agencies that rely on us.

WHAT YOU’LL GET

• A high-impact role with ownership from day one.

• Competitive compensation and meaningful equity.

• Direct collaboration with founders and real users.

• Remote-first flexibility.

• The opportunity to help build an AI-native product from the ground up.

ABOUT THE ROLE

We are hiring a DevOps Engineer to own the infrastructure and delivery platform that powers our AI products — from cloud infrastructure and CI/CD to the security, reliability, and observability our customers depend on. You will turn infrastructure into code and make safe, fast shipping the default, running the single-tenant, SOC 2 Type II platform that every customer’s trust rests on.

WHY THIS ROLE

• Own infrastructure that is core to the product and to customer trust, not a back-office system.

• Work on genuinely hard problems: single-tenant isolation, security, and reliability in a regulated industry.

• Build the automation, platform, and guardrails that everything we ship depends on.

WHAT WE’RE LOOKING FOR

• 5+ years operating production infrastructure, hands-on.

• Hands-on experience running Kubernetes in production.

• Strong Terraform (infrastructure as code) and Python.

• CI/CD experience with GitHub Actions.

• Deep experience across security, monitoring, reliability, and availability.

• Experience with any leading cloud provider (GCP, AWS, or Azure).

• AI-first thinking — using AI to build and operate better.

BONUS IF YOU HAVE

• Experience with workflow orchestration (e.g., Temporal, Airflow, Dagster).

• Experience running single-tenant, SOC 2, or otherwise compliance-sensitive infrastructure.

• Exposure to insurance, fintech, or other regulated, data-heavy domains.