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CentralSquare Technologies

Lead Site Reliability Engineer - Remote

CentralSquare Technologies · United States

  • Hybrid
  • Full-time
  • $150,000 / year
  • United States
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Job highlights

  • Lead SRE role supporting critical public sector cloud infrastructure.
  • Focus on AWS, IaC, automation, and reliability improvements.
  • Collaborate with cross-functional teams on mission-critical systems.
  • Drive efficiency through automation and self-healing mechanisms.
  • Contribute to secure and scalable cloud environments.

About the role

About CentralSquare Technologies

CentralSquare Technologies is Hero-Grade. As the trusted provider of public sector software in North America, more than 8,000 agencies rely on our comprehensive, cloud-based platform to manage critical operations - from dispatch to records, permitting to payroll. We serve with purpose and stand together with our heroes, committed to supporting the public sector with software built for impact.

What We’re About

At CentralSquare, we don’t just build software - we power public servants and uplift communities with Hero-Grade Technology. Every line of code, every feature we deliver helps heroes across North America protect, serve, and save lives. When you join us, you become part of a mission-driven team creating technology that makes communities safer and stronger.

Your Growth Matters. We believe heroes deserve opportunities to rise. That’s why we invest in your career with mentorship, learning programs, and clear paths for advancement. If you’re motivated, there’s no limit to how far you can go.

Your Commitment Deserves Reward. We offer competitive compensation and a benefits package designed to support your life inside and outside of work—tuition reimbursement, parental leave, paid volunteer hours, and unlimited PTO. Plus, our flexible work environment gives you the freedom to balance your heroic work with personal well-being, whether you’re in the office or remote.

Join us and help build the tools that power real-life heroes. Together, we make a difference.

The Opportunity

We are seeking a highly skilled Senior Cloud / DevOps Engineer with a strong background in AWS, automation, infrastructure as code, and networking to support and modernize our cloud environments. This role is hands-on and will partner closely with Cloud Operations, SREs, Networking, and Application teams to improve scalability, reliability, security, and operational efficiency across mission‑critical systems.

The ideal candidate is comfortable operating at both the infrastructure and application layers, has strong troubleshooting skills, and can automate repeatable operational tasks while supporting high‑availability production workloads.

Key Responsibilities

Cloud & DevOps Engineering
  • Design, build, and maintain AWS-based infrastructure supporting production and non-production environments
  • Implement and maintain Infrastructure as Code (IaC) using tools such as Terraform, CloudFormation, or equivalent
  • Develop and support CI/CD pipelines for infrastructure and application deployments
  • Partner with application teams to improve deployment reliability and performance
Automation & Reliability
  • Create and maintain automation scripts and tooling (Python, Bash, PowerShell, etc.) to reduce manual operations
  • Improve system reliability through self-healing mechanisms, monitoring, and alerting
  • Support SRE-style practices including incident response, root cause analysis, and continuous improvement
Networking & Security
  • Design and support cloud networking (VPCs, subnets, routing, VPNs, security groups, NACLs)
  • Troubleshoot complex network, connectivity, and performance issues across hybrid environments
  • Implement security best practices aligned with AWS Well-Architected Framework
Operations & Collaboration
  • Participate in on-call rotations supporting critical production systems
  • Provide operational support, troubleshooting, and resolution for cloud-related incidents
  • Collaborate across CloudOps, Networking, DBAs, and Application teams
  • Document architectures, runbooks, and operational procedures

What Success Looks Like in This Role

  • Reduced manual operational work through automation
  • Improved deployment reliability and production stability
  • Faster recovery and clearer root cause analysis during incidents
  • Strong partnership with CloudOps, Networking, and Application teams

What You'll Bring to CentralSquare Technologies

Required Qualifications
Technical Skills
  • 5-8+ years experience in cloud, DevOps, SRE, or systems engineering roles
  • Strong hands-on experience with AWS (EC2, VPC, IAM, ELB/ALB, RDS, S3, CloudWatch, etc.)
  • Proven experience with Infrastructure as Code (Terraform preferred)
  • Strong scripting and coding experience (Python, Bash, PowerShell, or similar)
  • Solid background in networking fundamentals (TCP/IP, DNS, VPNs, routing, firewalls)
  • Experience with Linux-based systems in production environments
  • Familiarity with monitoring/logging platforms (Datadog, CloudWatch, LogicMonitor, etc.)
DevOps Tooling (one or more)
  • CI/CD tools (GitHub Actions, GitLab CI, Jenkins, Azure DevOps, etc.)
  • Configuration management and automation tools
  • Containerization and orchestration (Docker, ECS, EKS, Kubernetes - preferred but not mandatory)
Preferred Qualifications
  • AWS certifications (Solutions Architect, DevOps Engineer, or equivalent)
  • Experience supporting high-availability, regulated, or SaaS environments
  • SRE experience (error budgets, SLIs/SLOs, post-incident reviews)
  • Experience working in hybrid cloud or legacy-to-cloud migration environments
  • Strong documentation, communication, and cross-team collaboration skills

Key skills/competency

  • AWS
  • DevOps
  • Site Reliability Engineering (SRE)
  • Infrastructure as Code (IaC)
  • Automation
  • CI/CD
  • Networking
  • Python
  • Linux
  • Troubleshooting

Skills & topics

  • Lead Site Reliability Engineer
  • AWS
  • DevOps
  • SRE
  • Infrastructure as Code
  • Automation
  • CI/CD
  • Cloud Engineering
  • Python
  • Linux
  • Networking
  • Terraform
  • Cloud Operations
  • Remote

How to get hired

  • Tailor your resume: Highlight 5-8+ years in cloud/DevOps/SRE, specific AWS services, IaC (Terraform), and scripting languages like Python.
  • Showcase automation skills: Detail your experience with CI/CD tools and scripting for operational efficiency.
  • Emphasize reliability expertise: Include experience with monitoring, alerting, incident response, and root cause analysis.
  • Highlight networking knowledge: Mention your background in cloud networking (VPCs, routing, security) and troubleshooting.
  • Prepare for technical questions: Be ready to discuss AWS architecture, IaC implementation, and troubleshooting scenarios.

Technical preparation

Master AWS services: EC2, VPC, IAM, ELB, RDS, S3.,Practice Infrastructure as Code with Terraform.,Write automation scripts in Python or Bash.,Understand cloud networking and security principles.

Behavioral questions

Describe a complex technical problem you solved.,How do you handle on-call duties and incidents?,How do you collaborate with application teams?,How do you prioritize tasks and manage workload?

Frequently asked questions

What are the key responsibilities for a Lead Site Reliability Engineer at CentralSquare Technologies?
As a Lead Site Reliability Engineer at CentralSquare Technologies, you will be responsible for designing, building, and maintaining AWS-based infrastructure, implementing Infrastructure as Code with tools like Terraform, developing CI/CD pipelines, automating operational tasks, and improving system reliability. You will also troubleshoot network issues, implement security best practices, participate in on-call rotations, and collaborate with various engineering teams.
What technical skills are most important for this Lead Site Reliability Engineer role?
The most critical technical skills for this role include 5-8+ years of experience in cloud, DevOps, or SRE, strong hands-on experience with AWS services (EC2, VPC, IAM, ELB/ALB, RDS, S3, CloudWatch), proven experience with Infrastructure as Code (Terraform preferred), strong scripting skills (Python, Bash, PowerShell), and a solid understanding of networking fundamentals. Familiarity with monitoring/logging platforms and CI/CD tools is also essential.
Is this Lead Site Reliability Engineer position remote?
Yes, this Lead Site Reliability Engineer position is advertised as a remote role, offering flexibility to work from anywhere.
What kind of company culture can I expect at CentralSquare Technologies?
CentralSquare Technologies emphasizes a 'Hero-Grade' culture, focused on supporting public servants and uplifting communities. They value purpose-driven work, employee growth through mentorship and learning programs, and rewarding commitment with competitive compensation and benefits, including flexible work arrangements.
What are the preferred qualifications for the Lead Site Reliability Engineer role?
Preferred qualifications include AWS certifications (Solutions Architect, DevOps Engineer), experience supporting high-availability or regulated SaaS environments, SRE experience (error budgets, SLIs/SLOs), experience with hybrid cloud or migration projects, and strong documentation and collaboration skills.
What opportunities for career growth are available for a Lead Site Reliability Engineer at CentralSquare?
CentralSquare Technologies invests in employee career growth through mentorship programs, learning initiatives, and clear paths for advancement. Their philosophy is that motivated individuals have no limit to how far they can go within the company.