Senior DevOps Engineer

Posted 12 Days Ago
Chicago, IL
Hybrid
150K-180K Annually
Senior level
Artificial Intelligence • Healthtech • Natural Language Processing • Software • Conversational AI
We are transforming the way businesses interact with their customers.
The Role
The Senior DevOps Engineer will design, build, and maintain cloud infrastructure for XSELL's AI-driven platform, focusing on reliability, automation, and team collaboration while using various tools and practices.
Summary Generated by Built In

Job Summary
We’re looking for an experienced Senior DevOps Engineer to design, build, and maintain the infrastructure that powers XSELL’s AI-driven platform. You’ll own the reliability, scalability, and automation of our cloud environments, helping our teams deploy code quickly and confidently. This role bridges development and operations—ensuring stability, performance, and efficiency across our production systems.

This position is hybrid, requiring in-office presence Tuesday through Thursday each week at our Chicago HQ. It’s a hands-on role for someone who thrives on solving complex challenges, building resilient systems, and enabling others through thoughtful automation.

What sets this role apart
At XSELL, Platform Engineering is more than uptime—it’s about empowering innovation. You’ll architect cloud-native systems that support real-time AI experiences in healthcare, partner closely with engineering to streamline deployments, and mature our DevOps and GitOps practices. You’ll have ownership over infrastructure decisions, monitoring frameworks, and automation pipelines that directly impact the success of our platform and our customers.

Key Responsibilities

Platform & Automation

  • Design, deploy, and manage highly available AWS EKS clusters optimized for cost, security, and scalability.
  • Build and maintain Infrastructure as Code (IaC) using Terraform to automate AWS environments and configurations.
  • Enhance CI/CD pipelines (GitHub Workflows, Jenkins, ArgoCD) to support fast and reliable delivery.
  • Champion GitOps principles to improve consistency and traceability of infrastructure and application changes.
     

Reliability & Observability

  • Implement robust monitoring and alerting using Grafana, Prometheus, and Datadog (or similar).
  • Define and track SLOs/SLIs to measure reliability and reduce operational toil through automation.
  • Lead incident response and root cause analysis for platform-related issues, driving continuous improvement.
  • Apply security best practices across Kubernetes workloads, networks, and secrets management.
     

Collaboration & Enablement

  • Partner with development teams to simplify deployments and increase platform reliability.
  • Build internal tools and documentation that promote self-service and operational efficiency.
  • Conduct code reviews for infrastructure and configuration changes.
  • Mentor engineers and foster strong cross-functional collaboration.
     

Qualifications

Education & Experience

  • 5+ years of experience in SRE, Platform, or DevOps roles.
  • Proven success managing AWS infrastructure and production EKS clusters.
     

Technical Expertise

  • Advanced proficiency with Terraform, plus scripting in Python or Go.
  • Experience with GitHub Workflows, ArgoCD, Jenkins, and observability tools.
  • Solid understanding of Kubernetes networking, AWS VPCs, and service mesh concepts.
  • Familiarity with security frameworks and cloud compliance best practices.
     

Soft Skills

  • Strong ownership mentality and a proactive, solution-oriented approach.
  • Excellent communication and documentation skills.
  • Collaborative mindset—comfortable working across multiple teams and domains.
     

How we work
Hybrid: 3 days/week in our West Loop office (Tue–Thu onsite for this role).
Small, collaborative teams with a bias toward action and clear ownership.
High autonomy, candid feedback, and a focus on outcomes over process.


Compensation & Benefits
Base salary:$150K–$180K base + bonus

Equity

Comprehensive health, dental, and vision coverage.

401(k) with company match.

Flexible PTO and company holidays.


Our Values at XSELL
 XSELL is committed to a culture of teamwork; where everyone works together to plan, do, learn, and continuously improve. We accomplish that by staying true to our core values:

  • Best Chapter Yet: Every XSELLer is focused on writing their best chapter yet—professionally and personally—through humility, integrity, and collaboration.
  • Know Us By Our Results: We do what we say and say what we do. We embrace transparency, accountability, and measurable impact.
  • Do It The XSELL Way: We build an inclusive culture of top-performing people working toward shared goals with communication, collaboration, and resilience.
  • Open for Business: We stay curious, proactive, and growth-minded—always learning and improving ourselves, our teams, and our company.
  • Conversations Happen in the Room: Feedback fuels success. We approach every conversation with respect, empathy, and candor.
     

Equal Opportunity Statement
XSELL Technologies is an Equal Employment Opportunity Employer. Employment decisions are made without regard to race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, disability status, or any other protected class. We are committed to full inclusion and will provide reasonable accommodations for qualified individuals with disabilities throughout the hiring process and beyond.


 

Top Skills

Argocd
AWS
Ci/Cd
Datadog
Eks
Github Workflows
Go
Grafana
Jenkins
Prometheus
Python
Terraform
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The Company
HQ: Chicago, IL
60 Employees
Year Founded: 2014

What We Do

At XSELL we leverage augmented intelligence to deliver digital personalization at scale. Our unique business model brings together proprietary cloud-based natural language processing with deep human expertise to empower the best real-time responses to exponentially increase sales and conversion rates alongside an unmatched customer service experience.

Why Work With Us

At XSELL, you will be poised to write the best chapter of your career. The time is now!
We have spent the last four years envisioning and creating a platform that today is transformative, but tomorrow will be mainstream. The next chapter of our company's growth is right around the corner.

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