Principal DevOps Engineer

Company: ShipBob, Inc.
Location: Chicago
Posted on: February 16, 2026

Job Description:

Job Description Job Description As a member of the ShipBob Team, you will Grow with an Ownership Mindset : We champion continuous learning and proactive innovation. Team members are encouraged to identify challenges and take ownership of initiatives that drive merchant, company and personal growth. By tackling complex problems and exploring creative solutions, you won't just follow a playbook, you'll be actively building the future of ShipBob. Collaborate with Peers and Leaders Alike: ShipBob values collaboration and support, where team members and leaders alike are committed to helping each other succeed. We all set high standards and understand the importance of transparency at all levels. We've created an environment where trust, open communication, and mutual respect motivate our teams to reach new heights. Experience a High-Performance Culture and Clear Purpose: Our commitment to delivering results creates a goal-driven, high-performance culture where everyone is empowered to contribute to our mission with a clear understanding of their direct impact and accountability. We measure success in tangible ways, allowing each team member to see the positive outcomes of their work and celebrate shared victories. Location: Remote in these states: AL, AZ, CA, CO, FL, GA, KS, KY, IA, ID, IL, IN, LA, MA, ME, MI, MN, MO, NC, NH, NJ, NV, NY, OH, OK, OR, PA, RI, SC, SD, TN, TX, UT, VA, VT, WA, WI Role Description: We are seeking a highly skilled Principal DevOps Engineer to lead our DevOps initiatives, drive automation, and optimize a global cloud infrastructure. This role is ideal for an experienced professional who thrives in designing and maintaining scalable, secure, and cost-efficient CI/CD pipelines, Kubernetes clusters, and modernized cloud-based systems. This role reports to the Director, Platform Engineering. What you'll do: Design robust, scalable, highly available global cloud architectures that meet business requirements and align with industry best practices. Have extensive hands-on experience with Azure, Kubernetes (AKS), Helm, and Docker containerization. Oversee the design, implementation and optimization of CI/CD pipelines to facilitate automated testing, deployment and monitoring of applications and infrastructure. (GitHub Actions) Have a solid understanding of networking, security, and compliance in cloud environments. Automate infrastructure provisioning with tools like Terraform, Ansible, or similar IaC frameworks. Establish best practices for observability, logging, alerting and monitoring using tools like Prometheus and Grafana. Be experienced with scripting and automation. (Python, Bash, Go, or similar). Champion collaboration with teams across the company to identify DevOps needs and deliver solutions to advanced technology goals that improve developer experience and release velocity. Have a background in compliance-heavy industries and integrating audit requirements with security standards and industry best practices. (SOC2, ISO 27001, etc.). Provide escalation assistance as required to resolve any technology stack related issues that may arise. Coach and mentor team members on best practices and standards in DevOps. Have familiarity with new industry trends in DevOps tools and concepts. Additional duties and responsibilities as necessary. What you'll bring to the table: Bachelor's degree in Computer Science, Engineering, or a related field; Master's degree preferred. 10 years of experience in DevOps or related fields, with at least 5 years in an architecture role. Extensive experience with Microsoft Azure Stack, including Azure Kubernetes Service (AKS), and other Azure cloud services. Demonstrated experience in managing and transitioning from monolithic to scalable, distributed architectures across multiple regions. Excellent understanding of CI/CD pipelines (GitHub), infrastructure as code (IaC), and automation tools such as Terraform, Ansible, or equivalent. Solid experience with containerization technologies like Docker and Kubernetes. Sound knowledge of networking, security, and compliance in a global cloud environment. Exceptional problem-solving skills and the ability to manage complex projects with multiple stakeholders. Excellent communication and interpersonal skills. Perks & Benefits: Medical, Dental, Vision & Basic Life Insurance Paid Maternity/Parental Leave Program Flexible Time Off Program Paid Sick Leave Wellness Days (1 day/quarter) 401K Match Comprehensive Benefits Package >>> https://www.shipbob.com/careers/ See Our High-Performing Culture >>> Check us out on Instagram (@lifeatshipbob) ShipBob believes in transparency while providing a competitive total compensation package with a pay for performance approach. The full base pay range for this position in our compensation architecture is $201,002 - $335,004. In addition to base salary, this role includes the opportunity to be eligible for participation in the Company's discretionary bonus plan based on Company's plans and in accordance with Company's policies. We recognize that people come with a wealth of experience and talent beyond just the technical requirements of a job. If your experience is close to what you see listed here, please still consider applying. Diversity of experience and skills combined with passion is a key to innovation and excellence; therefore, we encourage people from all backgrounds to apply to our positions. About You: The work we do at ShipBob is both challenging and rigorous, which means our environment isn't the right fit for everyone, and that's okay. We welcome energetic high performers who thrive in a dynamic, collaborative, results-driven environment. We value individuals who embrace accountability and humility, push boundaries, and are motivated by challenging work. Every team member, no matter their role or tenure, is expected to roll up their sleeves and tackle the complex problems we face in today's global supply chain. Learn more about our core values and how we perform at a high level in our day-to-day work on our Culture page (https://www.shipbob.com/careers/culture/). About Us: ShipBob is a leading global supply chain and fulfillment technology platform designed for SMB and Mid-Market ecommerce merchants to provide them access to best-in-class capabilities and to deliver a delightful shopper experience. Merchants can outsource their entire fulfillment operations, utilize ShipBob's proprietary warehouse management system for in-house fulfillment, or take advantage of a hybrid solution across ShipBob's dozens of fulfillment center network in the United States, Canada, United Kingdom, Europe, and Australia. ShipBob is backed by leading investors like Menlo Ventures, Bain Capital Ventures, Hyde Park Venture Partners, and SoftBank Vision Fund 2, and is one of the fastest-growing tech companies headquartered in Chicago. ShipBob provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation and training. There is no deadline to apply for this position, as ShipBob accepts applications on an ongoing basis .

Keywords: ShipBob, Inc., Carol Stream , Principal DevOps Engineer, IT / Software / Systems , Chicago, Illinois