Case Study: Oscar Insurance achieves streamlined, HIPAA-compliant customer service and DevOps automation with Atlassian Jira Service Desk

Oscar Insurance delivers best-in-class healthcare with Atlassian

Oscar Insurance, a New York–based healthcare disruptor focused on simple, approachable, cost‑effective coverage, was struggling with a cumbersome Salesforce setup for tracking interactions between customers, employees, and doctors. The system proved time‑consuming, inflexible, and unable to scale with the company’s needs.

Oscar replaced Salesforce with the Atlassian stack—Jira Service Desk, Jira Software, Confluence, Hipchat, and Bitbucket—rolling it out across HR, Operations, Technology, and IT to support customer service, internal support, and DevOps collaboration. Automation (including a Hipchat bot for branch creation and VPN management) and cross‑department adoption improved efficiency while maintaining HIPAA/ACA compliance, letting Oscar focus resources on delivering better healthcare.

Oscar

Sara Wajnberg

Technology Operations