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Senior Atlassian Engineer

Oscar TechnologyChicago, IL🇺🇸United StatesPosted Oct 20, 2026

Quick Overview

Salary
$150k - $200k/yr
Seniority
Mid Senior
Work mode
On Site
Location
Chicago, IL, United States
Posted
Yesterday
ConfluenceJiraSlack

Job Description


Location: Chicago, IL (Hybrid - 3 days onsite per week)
Employment Type: Full-Time, Permanent
Salary: $150,000 - $200,000 Base + Annual Discretionary Bonus


About the Opportunity


We are partnering with a leading global financial services firm in Chicago that is looking for a Senior Atlassian Engineer to join its technology team.


This is a hands-on engineering role focused on developing, managing, and improving the company's Atlassian environment, including Jira, Jira Service Management (JSM), and Confluence.


The successful candidate will take ownership of the platform, support a major Data Center to Cloud migration, develop custom workflows and integrations, and help introduce AI-driven automation across the business.


Key Responsibilities




  • Manage and develop the enterprise Atlassian environment across Jira, JSM, and Confluence.




  • Support Jira and Confluence Data Center to Cloud migrations, including planning, testing, data validation, and cutover.




  • Design and build custom Jira workflows, scripting, automation, and platform configurations.




  • Develop and optimize JSM service desks, ITSM processes, SLAs, and request management workflows.




  • Build HR service management workflows, including onboarding, offboarding, access requests, and employee case management.




  • Design and maintain Jira Assets/CMDB structures, integrations, and automation.




  • Build integrations between Atlassian and other business applications using REST APIs, webhooks, and scripting.




  • Introduce AI-powered automation using tools such as Atlassian Rovo, Claude, and MCP servers.




  • Maintain platform security, governance, performance, and data integrity.




  • Work closely with technical teams, business stakeholders, and external consultants to deliver platform improvements.




Required Skills & Experience




  • 5+ years of experience as an Atlassian Engineer, Jira Developer, Jira Administrator, or Atlassian Architect.




  • Strong hands-on experience with Jira, Jira Service Management (JSM), and Confluence in enterprise environments.




  • Proven experience migrating Jira and Confluence from Data Center to Cloud.




  • Strong Jira development skills, including custom workflows, scripting, and automation.




  • Experience designing and implementing complex JSM and ITSM workflows.




  • Experience building enterprise service workflows, including HR onboarding, offboarding, and employee service requests.




  • Experience developing integrations using REST APIs, webhooks, or middleware.




  • Familiarity with scripting languages such as Groovy, Python, or JavaScript.




  • Experience with Git, testing, change management, and controlled production deployments.




  • Strong communication skills and the ability to work directly with technical and non-technical stakeholders.




  • Bachelor's degree in Computer Science, Information Technology, or a related field, or equivalent experience.




Nice to Have




  • Experience with Jira Assets/CMDB, including object schemas, imports, and integrations.




  • Experience with Atlassian Rovo, Claude, MCP servers, or AI-driven workflow automation.




  • Experience integrating Atlassian with Slack, SharePoint, HR platforms, or identity management systems.




  • Background working within financial services or another regulated industry.




  • Atlassian certifications such as ACP-120, ACP-620, or ACP-420.




Compensation & Benefits




  • Base Salary: $150,000 - $200,000, depending on experience.




  • Bonus: Annual discretionary performance bonus.




  • Location: Chicago, IL - Hybrid (3 days onsite).




  • Comprehensive medical, dental, and vision insurance.




  • 401(k) with discretionary employer contributions.




  • Life insurance and short- and long-term disability coverage.




  • Health savings and flexible spending accounts.




Why Consider This Opportunity?


This is an opportunity to join a well-established, technology-driven financial services organization where engineering plays a key role in business operations.


You'll have the chance to take ownership of a large-scale Atlassian platform, contribute to Cloud modernization projects, and introduce new automation and AI capabilities.


The role offers a combination of hands-on technical engineering, platform ownership, and long-term career development within a collaborative technology team.


Oscar Associates Limited (US) is acting as an Employment Agency in relation to this vacancy.

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