Program Specialist

Freeosk•Chicago, IL

1d•Hybrid

About The Position

Freeosk is looking for a Program Specialist to join our Consumer Experience team. Our ideal candidate has experience supporting digital media execution, performing quality assurance, and coordinating operational workflows to ensure accurate, on-time delivery across complex systems. The Program Specialist supports the Experience Execution team by managing updates to digital media settings, schedules, and deployment workflows within internal content management systems. This role serves as the final quality checkpoint before digital media reaches production—performing detailed QA reviews, validating readiness, and executing deployments with precision. Through exceptional attention to detail and operational rigor, this role ensures digital media programs are delivered exactly as contracted, reinforcing reliability and trust across internal teams and client-facing workflows. This is a hybrid role that involves going into our office 2 days a week. We will consider candidates in Chicago, IL and Bentonville, AR. Salary Range: $50,000–$60,000 annually (based on experience)

Requirements

1+ years of experience in quality assurance, digital media operations, software QA, or related workflows
Strong proficiency with Google Sheets and Microsoft Excel, including data organization and validation
High attention to detail with the ability to manage multiple versions, priorities, and changes

Nice To Haves

Experience with content management systems (CMS)
Exposure to Atlassian tools such as Jira and Confluence
Background in agency or CPG media management environments

Responsibilities

Assemble, validate, and deploy digital media assets across in-store tablet and kiosk networks
Manage execution and delivery tasks to ensure deployments are accurate, timely, and aligned with program requirements
Perform detailed QA checks as the final review step before media reaches production
Verify media settings, schedules, and configurations to ensure error-free execution
Partner cross-functionally with Client Success, Technology, Operations, and Engineering teams to coordinate deployments
Monitor deployments, proactively identify issues, and escalate blockers to minimize downstream impact
Support rapid issue resolution to maintain delivery quality and program reliability