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
- 100% remote flexibility
- A collaborative culture focused on learning, impact, and growth
- The opportunity to build and shape DevOps foundations from the ground-up
- Professional development and long-term growth opportunities
#LI-REMOTE
Skills Required
- 5+ years in a DevOps, Infrastructure, or Systems Engineering role
- Deep expertise in AWS services
- Strong experience with Docker and Kubernetes
- Proficiency in CI/CD tools
- Expertise in infrastructure-as-code techniques
- Solid Linux administration and scripting skills
WIN Home Inspection Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about WIN Home Inspection and has not been reviewed or approved by WIN Home Inspection.
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Fair & Transparent Compensation — Compensation is commonly characterized as fair for the job in parts of the organization, with some markets showing stronger take-home potential depending on local demand and role. Pay satisfaction is also framed as improving over time in some contexts, implying a more favorable recent direction.
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Wellbeing & Lifestyle Benefits — Schedule flexibility and autonomy are positioned as meaningful quality-of-life benefits for certain roles, particularly where work can be self-directed. Remote or hybrid arrangements are also presented as a valued part of the overall rewards experience for some positions.
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Healthcare Strength — Health, dental, and vision offerings are explicitly listed for certain corporate roles, indicating access to a more traditional benefits package in those job types. Where available, these offerings contribute to a more complete total rewards proposition than commission-only or contractor-style arrangements.
WIN Home Inspection Insights
What We Do
At WIN, we are transforming delivery of actionable insights for homeowners to help improve health, safety and quality of life while saving significantly in repair bills with preventive maintenance. We are doing so by building scalable models, investing in the cloud, data science, artificial intelligence, machine learning, and unmatched training and certification programs. That's what makes us the most innovative, fastest-growing, and #1 home inspection services company in the US! Our home is central to our mental and physical health. Home is where we build memories, grow together with our loved ones, and find comfort, safety and security. Which is why at WIN, we continue to reimagine deep insights via inspection and testing services for millions of residential and commercial facilities to bring peace of mind via actionable insights. If you're interested in making a difference as part of our corporate team or as a franchise owner in an essential industry, we'd love to hear from you! Click here to learn more: https://lnkd.in/eRAxk_tF
