Lead DevOps Engineer

About Quilt Software

Ever wondered how your favorite local shops compete with the big guys? That’s where we come in. We’re Quilt Software, providing Main Street's unsung heroes – from quirky cheese shops to family-run jewelry stores – with the tools they need to compete. Last year, we helped 14,000+ shops make over $2 billion in sales with our family of industry-specific software solutions.  

If you get a kick out of supporting local businesses, love great software, and want to be part of a company that’s powering Main Street, we’d love to chat. Come join us in our quest to keep local retail not just alive, but thriving! 

About the Role

We are looking for a skilled and motivated Lead DevOps Engineer to join our growing technology team at Quilt Software. In this pivotal role, you will split your time between hands-on technical work (approximately 80%) and strategic leadership (20%). You’ll oversee the design, implementation, and maintenance of our multi-cloud infrastructure spanning AWS, Azure, and Google Cloud, ensuring it meets the highest standards of security, scalability, and performance. Leading a group of DevOps engineers, and collaborating with a group of software developers, and product managers, you’ll drive operational excellence and contribute to shaping the company’s long-term DevOps strategy.

Key Responsibilities

• Develop and execute the strategic roadmap for DevOps, aligning with overall business goals and objectives: Collaborate with senior leadership to define the vision and long-term strategy for DevOps initiatives, ensuring they support the company's growth, scalability, and innovation goals.
• Design and maintain secure, scalable cloud infrastructure: Architect robust systems across AWS, Azure, and Google Cloud, incorporating security best practices such as encryption, least-privilege access, and regular compliance checks to meet industry standards (e.g., SOC 2, GDPR).
• Optimize system performance and security: Monitor system health with tools like Prometheus or Datadog, proactively resolving bottlenecks, ensuring 99.9% uptime, and implementing disaster recovery plans to maintain business continuity.
• Implement and enforce cybersecurity best practices: Lead efforts to secure infrastructure through identity and access management (IAM), firewall configurations, and vulnerability assessments, while staying ahead of emerging threats with regular audits and updates.
• Manage CI/CD pipelines: Build and enhance continuous integration and continuous deployment workflows using tools like Jenkins, GitLab CI, or CircleCI, embedding automated testing, security scanning, and cost-monitoring to streamline software delivery.
• Lead and mentor the DevOps team: Guide a team of 3-5 engineers, providing technical direction, conducting code reviews, and fostering a culture of knowledge-sharing and innovation to elevate team performance.
• Collaborate with development and operations teams: Partner with software engineers to improve application deployment processes and work with operations staff to ensure infrastructure aligns with business objectives, resolving blockers efficiently.
• Monitor and manage cloud costs: Leverage tools like AWS Cost Explorer or Azure Cost Management to track spending, implement tagging strategies, and optimize resource allocation to reduce expenses without compromising performance.

Required Skills and Qualifications

• 5+ years of DevOps experience: Proven track record of managing production-grade cloud environments, with deep expertise in AWS, Azure, and Google Cloud services (e.g., EC2, S3, Azure VMs, GCP Compute Engine).
• Expertise in DevOps tools: Hands-on proficiency with Jenkins, Terraform, Docker, Kubernetes, and Ansible for automation, containerization, and infrastructure management.
• Proficiency in scripting: Strong coding skills in Python and Bash for automating tasks, with experience writing reusable scripts to manage cloud resources and troubleshoot issues.
• Hands-on experience with CI/CD pipelines: Demonstrated ability to design and maintain pipelines that integrate unit tests, security scans (e.g., SAST/DAST), and deployment stages for rapid, reliable releases.
• Solid understanding of cloud security principles: Knowledge of IAM policies, network security (e.g., VPCs, subnets), encryption standards (e.g., TLS, AES-256), and compliance frameworks.
• Cloud cost optimization expertise: Experience reducing cloud expenses through rightsizing instances, using reserved instances, and automating shutdowns of idle resources.
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