Technical Delivery Project Manager

Remote Full-time
League is the leading healthcare consumer experience platform, powered by artificial intelligence, delivering personalized healthcare solutions. The Technical Delivery Project Manager will coordinate technical workstreams, manage data products, and ensure alignment between technical and customer-facing teams for successful project execution. Responsibilities Coordinate technical tasks and dependencies across Data, Engineering, R&D, and other internal technical teams Translate customer requirements into clear Jira tickets or internal work items Maintain visibility into task progress, blockers, and timelines Coordinate launch of Analytics Objects (AOs) and other data products to customers Manage the configuration of AOs and other data products to suit customer use cases Manage customization requests and recommend existing solutions to customers as needed. Coordinate with product managers on custom solutions Attend customer-facing technical requirement meetings as a supporting point of contact Document technical requirements and ensure internal technical teams understand expected outcomes Communicate updates, risks, and next steps back to customer-facing stakeholders Support maintaining Jira boards, grooming tasks, updating statuses, and ensuring accurate workflow progression for tasks related to customer delivery Support reporting on technical delivery progress and timelines Identify and flag risks or blockers related to technical workstreams Escalate issues to the Delivery Lead or technical leads as needed Support internal test cycles, data validation activities, and technical documentation requirements Understand and articulate the impact of deviations from standard practices Maintain technical requirement documentation, task tracking, and workstream-level artifacts Contribute feedback to help improve technical delivery processes and tooling Skills 1–3+ years in SaaS technical coordination, technical support, or data operations Working knowledge of data platforms (Airflow, BigQuery, Looker, or similar) Strong proficiency with Jira for workflow tracking and ticket management Foundational understanding of SaaS architectures, APIs, data pipelines, or ETL Experience collaborating with Data teams, R&D, or technical SMEs Experience managing projects with complex technical dependencies Benefits Comprehensive Health Benefits: We prioritize your well-being with complete medical, dental, and vision coverage Bonus Program: Be rewarded for your contributions with our performance-based bonus program Employee Stock Option Program: Become an owner and share in our success through our stock option program Unlimited Paid Time Off: Take the time you need to recharge and maintain a healthy work-life balance Spending Accounts: Manage your healthcare and dependent care expenses with tax-advantaged spending accounts Wellness Days: Prioritize your mental and physical health with dedicated wellness days throughout the year Growth Opportunities: We invest in your future with abundant opportunities for professional development and advancement Mentorship Program: Benefit from guidance and support from experienced leaders in your field Company Overview League is a healthcare consumer experience platform that connects users to a comprehensive network of health services and benefits. It was founded in 2014, and is headquartered in Toronto, Ontario, CAN, with a workforce of 501-1000 employees. Its website is
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