Senior Software Engineer

project44•Chicago, IL

13d•$130,000 - $190,000•Hybrid

About The Position

project44 is looking for a Senior Devops Engineer to join our engineering team. You will work in a fast-paced Agile environment designing, building, and implementing best-in-class integrations to accelerate how project44 connects to the world’s logistics networks. AI at project44 We expect every project44 team member, regardless of role or function, to actively leverage AI in their day-to-day work. Whether you're building product, serving customers, managing people, or running operations, AI is a tool you're expected to use with intent, curiosity, and judgment. We don't expect everyone to be a data scientist. We do expect everyone to be an intelligent user of AI: able to identify where it adds value, direct it effectively, evaluate outputs critically, and govern it responsibly. We invest in our team's AI fluency because we believe it's a competitive advantage for every person at project44, not just our engineers If you’re driven to solve meaningful problems, leverage AI to scale rapidly, drive impact daily, and be part of a high-performance team – we should talk.

Requirements

6+ years of experience in DevOps, Site Reliability Engineering, or Infrastructure Engineering roles, including experience leading technical initiatives.
Deep expertise with a major cloud provider (AWS preferred; GCP or Azure also relevant) and container orchestration (Kubernetes, ECS, or similar).
Strong hands-on experience with infrastructure-as-code (Terraform, CloudFormation, or Pulumi) and configuration management tools.
Proven track record building and scaling CI/CD pipelines (e.g., Jenkins, GitHub Actions, GitLab CI, CircleCI, ArgoCD).
Solid scripting/programming ability in Python, Go, or Bash for automation and tooling.
Experience building and operating complex distributed systems
Proficient in high level script languages such as Python or Groovy
Experience developing solutions leveraging Docker
Experience managing Linux (Ubuntu) systems
Configuration management experience with Ansible or Terraform
Building/implementing monitoring for network, server, application, and database layers
Experience with monitoring tools such as Zabbix, Nagios, Grafana, CloudWatch
Experience with APM tools such as New Relic, AppDynamics, Datadog, Runscope
Experience with log aggregation systems using Logstash and Elasticsearch
Continuous integration, testing, and deployment using git, Jenkins
Experience with relational databases (Postgres)

Responsibilities

Set technical direction for cloud infrastructure strategy across AWS/GCP, including compute, networking, storage, and Kubernetes-based container orchestration.
Design, build, and maintain highly available, fault-tolerant infrastructure supporting a high-throughput, real-time data platform.
Lead the evolution of CI/CD pipelines to improve deployment velocity, safety, and developer experience across dozens of engineering teams.
Own infrastructure-as-code standards (Terraform, Pulumi, or similar) and drive adoption of GitOps practices.
Champion observability and reliability practices — SLOs/SLIs, incident response, on-call processes, and postmortems — to reduce MTTR and prevent recurrence.
Partner with Security to embed guardrails for secrets management, network segmentation, vulnerability remediation, and compliance (SOC 2, ISO 27001, etc.).
Mentor and provide technical leadership to mid-level and senior DevOps/SRE engineers; conduct design and code reviews.
Drive cost-optimization initiatives across cloud spend without compromising reliability or performance.
Act as an escalation point for major incidents, driving root-cause analysis and long-term remediation.
Evaluate and introduce new tools, platforms, and automation to continuously modernize the infrastructure stack.