Trainee Devops Engineer Jobs in Chicago, IL (NOW HIRING)

DRW is a diversified trading firm with over 3 decades of experience bringing sophisticated technology and exceptional people together to operate in markets around the world. We value autonomy and the ability to quickly pivot to capture opportunities, so we operate using our own capital and trading at our own risk.

Headquartered in Chicago with offices throughout the U.S., Canada, Europe, and Asia, we trade a variety of asset classes including Fixed Income, ETFs, Equities, FX, Commodities and Energy across all major global markets. We have also leveraged our expertise and technology to expand into three non-traditional strategies: real estate, venture capital and cryptoassets.

We operate with respect, curiosity and open minds. The people who thrive here share our belief that it’s not just what we do that matters–it's how we do it. DRW is a place of high expectations, integrity, innovation and a willingness to challenge consensus.

We are seeking a DevOps Engineer to join our Security Engineering team. In this role, you will help design, build, and operate the infrastructure and tooling that enables secure, scalable, and reliable systems across the firm. You will work closely with platform, security, and development teams to embed security into our infrastructure without slowing down innovation. 

This role is hands-on and ideal for someone who enjoys building systems, automating workflows, and improving the developer and operator experience while maintaining a strong security posture. 

 What you’ll be doing: 

• Build and maintain CI/CD pipelines or implementing GitOps workflows
• Build and implement tooling to support initiatives like data pipelines
• Help design and work with various security engineers to provide solutions to help with development pipelines, including DAST, SAST, etc.
• Support security tools like HashiCorp Vault
• Improve observability, monitoring, and alerting for security and infrastructure systems
• Automate operational and security processes to reduce manual effort and risk
• Support containerized environments (Kubernetes, Docker) with a focus on secure configuration and runtime protections
• Assist in incident response and remediation efforts related to infrastructure and deployment systems
• Continuously evaluate and improve system reliability, scalability, and security posture

What we’re looking for: 

• Strong programming/scripting skills
• Experience building and maintaining CI/CD systems
• Hands-on experience with infrastructure as code (Terraform, CloudFormation, etc.) 
• Experience working with Kubernetes and containerized environments, across multiple clusters and environments 
• Solid understanding of Linux systems and networking fundamentals 
• Familiarity with cloud platforms (AWS, Azure, or GCP) and hybrid environments
• Understanding of security fundamentals (e.g., secrets management, least privilege, vulnerability management)
• Strong problem-solving skills and the ability to independently drive work to completion
• Strong communication skills and ability to collaborate across teams  

Bonus Points For: 

• Experience integrating security tools into CI/CD pipelines
• Familiarity with policy-as-code (OPA, Sentinel, etc.)
• Experience with observability tools (Prometheus, Grafana, Splunk, etc.)
• Background in high-performance or low-latency environments 

The annual base salary range for this position is $140,000 to $200,000 depending on the candidate’s experience, qualifications, and relevant skill set. The position is also eligible for an annual discretionary bonus. In addition, DRW offers a comprehensive suite of employee benefits including group medical, pharmacy, dental and vision insurance, 401k (with discretionary employer match), short and long-term disability, life and AD&D insurance, health savings accounts, and flexible spending accounts.

For more information about DRW's processing activities and our use of job applicants' data, please view our Privacy Notice at https://drw.com/privacy-notice.

California residents, please review the California Privacy Notice for information about certain legal rights at https://drw.com/california-privacy-notice.

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