Remote Senior DevOps Engineer at WIN Home Inspection

Senior DevOps Engineer

Location: 100% Remote

About the Role

WIN is building modern, scalable technology platforms that power our nationwide home services network. We are looking for a highly skilled DevOps Engineer who enjoys automating, troubleshooting, and optimizing systems to establish the foundation of our cloud infrastructure and DevOps practices.

You will work closely with our engineering team to design secure, scalable systems, build automated CI/CD pipelines, and ensure smooth and reliable operations across all environments.

What You’ll Do

Design, implement, and maintain CI/CD pipelines for automated build, test, and deployment
Manage and optimize AWS infrastructure (EC2, ECS, S3, RDS, Lambda, IAM, SQS, Route53, Load Balancers, etc.)
Build and maintain containerized environments using Docker and Kubernetes
Automate provisioning, scaling, and configuration using Terraform, Ansible, or CloudFormation
Establish monitoring, logging, and alerting systems (Prometheus, Grafana, ELK, Datadog)
Ensure high availability, performance, and security of all systems
Drive automation, documentation, and best practices for deployment and release processes
Collaborate closely with software engineers to ensure reliable and efficient releases
Lead disaster recovery planning, data backups, and failover strategies

What You Bring

5+ years in a DevOps, Infrastructure, or Systems Engineering role with proven hands-on experience
Deep expertise in AWS (EC2, ECS, S3, RDS, Lambda, IAM, CloudWatch)
Strong experience with Docker and Kubernetes (deployment, scaling, monitoring)
Proficiency in CI/CD tools (GitHub Actions, Jenkins, GitLab CI, or CircleCI)
Expertise in infrastructure-as-code (Terraform, Ansible, or CloudFormation)
Solid Linux administration and scripting skills (bash, python)
Familiarity with networking, load balancers, DNS, and security best practices
Excellent troubleshooting and problem-solving skills
Bonus: experience with GCP or Azure

About WIN

WIN is a leading player in the $250 billion home services industry, recognized for its national scale, strong brand, and culture of innovation. Founded in 1993, WIN has built one of the largest and most trusted networks in the country. Over the past several years, we have been transforming our business through significant investments in technology, systems, and data to strengthen our operations and enhance the experience for our network and customers.

Our technology team is central to this transformation, building modern platforms, scalable infrastructure, and intelligent systems that position WIN for the next decade of growth. Joining WIN means being part of a team that is shaping the future of home services through engineering excellence, automation, and innovation at scale.

What We Offer