Site Reliability Engineer

Nextpoint, Inc.; Chicago, Northern (IL, KY); Hybrid; USD 120,000 - 180,000; Full time

Job summary

Nextpoint, Inc. in Chicago, IL, seeks a Site Reliability Engineer to own the reliability, scalability, and security of our cloud-based legal platform as we expand AI capabilities.

You will work hands-on with Terraform, AWS, and CI/CD, participate in on-call rotations during US business hours, and collaborate with engineering to bake in resilience from design through launch. This role requires clear runbooks, incident reports, and a proactive mindset to protect client data and uptime in a

Qualifications

• 5+ years in Site Reliability/DevOps or Infra Eng roles.
• Hands-on AWS experience (EC2, S3, RDS, Lambda, VPC, IAM, CloudWatch).
• IaC and config management.
• Scripting in Python/Go for automation.
• Experience with containers and orchestration.

Responsibilities

• Maintain and extend infrastructure-as-code patterns.
• Operate and improve CI/CD pipelines.
• Monitor uptime, latency, and SLOs/SLIs for production systems.
• Participate in on-call rotation during US hours.
• Write post-incident reports and improve resilience.
• Collaborate with engineering to design reliable features.

Skills

SRE

AWS

IaC (Terraform/CDK/CloudFormation)

Python/Go automation

Docker/Kubernetes

CI/CD pipelines

Monitoring/observability

Security/compliance

Communication

Education

Bachelor's degree in CS/Engineering

Tools

Terraform

CloudFormation

CDK

Docker

Kubernetes

Datadog

Grafana

CloudWatch

Job description

ABOUT NEXTPOINT

Nextpoint builds transformative software and services for the legal industry — making eDiscovery, case management, and litigation prep simple, fluid, and affordable for law firms of all sizes. Our secure, cloud-based platform lets teams start document review in minutes, backed by powerful analytics, an intuitive interface, and best-in-class security at every point.

We're problem solvers, simplifiers, and challenge seekers, united by a shared goal: a great team culture and satisfied clients. We're headquartered in Chicago's Ravenswood neighborhood and proud to have been named one of Built In's Best Startups to Work for in Chicago five years running (2022–2026).

ABOUT THE ROLE

Nextpoint's platform handles massive, unpredictable volumes of sensitive legal data — unlimited-upload document review, AI-assisted analysis, and secure electronic production — all running on AWS with zero downtime tolerance for firms in active litigation. We're looking for a Site Reliability Engineer to help maintain the reliability, scalability, and security posture of that platform as we expand our AI capabilities (built on Amazon Bedrock) and grow our customer base.

This is a hands-on role for someone who wants to be the first line of response for production infrastructure at a company where reliability is a customer-trust issue, not just an engineering metric.

RESPONSIBILITIES

Infrastructure & Automation (50%)

• Maintain and extend existing infrastructure-as-code (Terraform/CloudFormation/CDK) following established patterns and standards
• Support and operate CI/CD pipelines; implement improvements as directed
• Monitor cloud cost trends and flag optimization opportunities for review

Reliability & Operations (25%)

• Monitor uptime, latency, and performance SLOs/SLIs for production systems supporting document upload, processing, review, and production workflows
• Participate in the on-call rotation and serve as first responder for production incidents during US business hours
• Triage, troubleshoot, and resolve incoming infrastructure requests and incidents; **escalate** and coordinate on complex root-cause work
• Write clear post-incident reports and help investigate recurring incidents and cost overruns
• Maintain and extend existing monitoring, alerting, and observability tooling

Cross-Functional Collaboration (15%)

• Partner with engineering teams to build reliability, scalability, and observability into new features from design through launch
• Document runbooks, architecture decisions, and operational procedures for the broader engineering team
• Communicate incident status and technical issues clearly to engineering and non-technical stakeholders
• Participate in design reviews to flag reliability or operational concerns early

Security & Compliance (10%)

• Support SOC 2 compliance activities and help uphold encryption, access-control, and audit-trail standards across all environments
• Implement and maintain security best practices for infrastructure handling confidential legal and client data, including AI workloads on Amazon Bedrock
• Support security reviews, vulnerability management, and patching cadences across production systems
• Maintain permissions-based access controls and comprehensive audit logging in line with client security commitments

QUALIFICATIONS

• 5+ years of experience in Site Reliability Engineering, DevOps, or Infrastructure Engineering roles, ideally in a B2B SaaS environment
• Deep hands-on experience with AWS (EC2, S3, RDS, Lambda, VPC, IAM, CloudWatch, or equivalent services)
• Working knowledge of infrastructure-as-code (Terraform, CloudFormation, or CDK) and configuration management
• Proficiency in at least one scripting/programming language (Python, Go, or similar) for automation and tooling
• Experience with containerization and orchestration (Docker, Kubernetes, or ECS)
• Track record of operating CI/CD pipelines
• Experience with monitoring/observability stacks (Datadog, CloudWatch, Prometheus/Grafana, or similar)
• Familiarity with security compliance frameworks (SOC 2, HIPAA, or similar) and encryption/access-control best practices
• Experience supporting systems handling large-scale, variable-volume data processing is a plus
• Exposure to AI/ML infrastructure (e.g., Amazon Bedrock, model-serving pipelines) is a plus, given our growing AI feature set
• Experience using ClaudeCode, Kiro, OpenCode or similar Agentic AI
• Bachelor's degree in Computer Science, Engineering, or related field (or equivalent experience)
• Strong written and verbal communication skills, with the ability to write clear runbooks and explain technical tradeoffs to non-technical stakeholders
• Comfortable being part of an on-call rotation

EQUAL OPPORTUNITY EMPLOYER

Nextpoint is an equal opportunity employer. We actively work to build a diverse team and encourage candidates of all backgrounds to apply. All applicants are considered without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, veteran status, disability, or any other characteristic protected by applicable law.