The Role (Pacific Time Hours)

As Principal, Delivery, you are accountable for meeting customer deliverables as per contractual agreements (scope and time), and internal budget. The ideal candidate will drive and guide disciplined execution through the use of consistent methodologies, processes, and strong communication skills. You will be a passionate advocate for the League product and ensure the platform is implemented on time and with high quality to meet our clients’ business needs.

In this role, you are expected to:

• Manage, lead and oversee one or more client implementations and internal company and/or team initiatives simultaneously
• Implement the project governance structure, including delivery structure, change control and processes to support risk and issue escalation, decision making and program status 
• Lead the organization and deployment of League resources for implementation, the production of deliverables, and the oversight of timelines to ensure a seamless delivery of League products to clients
• Accountable for build and maintenance of end to end integrated program plans, resource assignments, budgets and performance against targeted implementation milestones for the implementation and teams
• Serve as escalation point for risks, issues, and decisions one or more implementations simultaneously
• Maintain a deep understanding of League’s product and platform to inform key business requirements and decisions during implementations
• Lead internal teams and the client on a successful change management plan by creating deliverables based on client pain points and objectives
• Collaborate on communication plans and drive accountability for obtaining final approvals on client deliverables
• Develop and manage a high performing team by providing direction and guidance both on the job and as a career coach to Implementation team members
• Coach and develop staff to have a deep understanding of implementation delivery methodology and the League’s product and platform
• Lead key internal initiatives to drive efficiencies and best practices for implementation processes, workflows, and tools
• Accountable for implementation client satisfaction scores and referenceable implementation clients
• Partner with Customer Strategy and Member Services teams to lead a smooth client transition from implementation to ongoing operations and account management
• Collaborate with the client lead from Customer Strategy to drive a smooth client transition from the sales cycle to implementation for the client and League teams

About You:

• Minimum 10 years in healthcare management, delivery and/or consulting experience
• 10+ years of client management and/or program management required
• Prior engagement management and/or team management experience serving as the primary interface with senior client executive sponsors
• Proven track record of strong client management and customer service skills
• Strong leadership skills and a drive to make a large impact on the company and its clients
• Excellent written and oral presentation skills, with the ability to engage, inspire, build credibility and engender trust across all levels of an organization.
• Strong business and technical acumen, and executive presence, combined with deep analytical and organizational skills
• Results-oriented individual with a history of setting and attaining goals and meeting aggressive timelines
• Confident, capable, enthusiastic self-starter with minimal need for direction
• Experience at a SaaS, health-tech company, and/or start-up company highly preferred  
• Experience with project management software and tools
• Bachelor’s degree or equivalent years of experience

What We Offer

• 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

Security-related Responsibilities

• Ensure access management is performed in compliance with the employee's role and responsibilities
• Responsibility and accountability for executing League's policies and procedures within the department and team
• Notification of HR, Legal, Compliance & Security of any incidents, breaches or policy violations
• Compliance with Information Security Policies

• Use AI tools as part of your daily workflow to enhance productivity, problem-solving, and decision-making (e.g., drafting, analysis, coding, research, or process automation)
• Apply judgment and accountability when using AI by reviewing outputs for accuracy, bias, and quality before use
• Continuously learn and adapt as new AI tools and capabilities emerge, incorporating them into your ways of working
• Identify opportunities to improve how work gets done from personal productivity to team-level workflows by leveraging AI effectively
• Operate with strong data responsibility and security awareness, especially when working with sensitive or regulated information

• Individual Contributors: Use AI to improve personal productivity and quality of output
• Senior ICs / Managers: Integrate AI into team workflows and improve processes
• Leaders: Drive AI adoption at the organizational level and shape how work is done across teams

• Demonstrated experience using AI tools in a practical, responsible way
• Curiosity and openness to experimenting with new technologies
• Ability to balance efficiency with quality and sound judgment

The Role

As a Technical Delivery Project Manager, you support the successful execution of internal technical workstreams required for customer delivery. You serve as the day-to-day liaison between internal technical teams (e.g., Data Engineering, Data Science, Integrations, R&D) and the customer-facing delivery team. You coordinate technical requirements, gather inputs from customers, help translate requirements into internal technical tasks, manage supporting documentation, and ensure technical deliverables are completed on time.

In this role, you work closely with the Delivery Lead and functional technical leads to ensure alignment, visibility, and smooth execution of technical dependencies. You apply strong working knowledge of tools like Jira and foundational technical literacy to understand and communicate risks, issues, and timelines. You operate with growing independence while receiving guidance for complex or ambiguous matters.

One specific area of responsibility is to manage League’s customer-facing data product called Analytics Objects (AOs), which is a recurring data export of complex KPIs configured to meet a wide range of customer requirements. Your responsibilities include:

In this role, you are expected to:

Technical Workstream Coordination

• 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.

Manage Data Products 

• 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.

Customer Engagement & Requirements Gathering

• 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.

Jira & Tooling Ownership

• 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.

Risk & Issue Management

• Identify and flag risks or blockers related to technical workstreams.
• Escalate issues to the Delivery Lead or technical leads as needed.

Technical Delivery Support

• Support internal test cycles, data validation activities, and technical documentation requirements.
• Understand and articulate the impact of deviations from standard practices.

Process & Documentation

• Maintain technical requirement documentation, task tracking, and workstream-level artifacts.
• Contribute feedback to help improve technical delivery processes and tooling.

About You:

• 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.

What We Offer

• 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

Security-related Responsibilities

• Compliance with Information Security Policies
• Compliance with League’s secure coding practice
• Responsibility and accountability for executing League's policies and procedures
• Notification of HR, Legal, Compliance & Security of any incidents, breaches or policy violations

Please note: We’re always excited to connect with exceptional talent. This posting is part of our proactive talent community efforts. While there may not be an immediate opening, we review applications on an ongoing basis and reach out as opportunities arise.

• Use AI tools as part of your daily workflow to enhance productivity, problem-solving, and decision-making (e.g., drafting, analysis, coding, research, or process automation)
• Apply judgment and accountability when using AI by reviewing outputs for accuracy, bias, and quality before use
• Continuously learn and adapt as new AI tools and capabilities emerge, incorporating them into your ways of working
• Identify opportunities to improve how work gets done from personal productivity to team-level workflows by leveraging AI effectively
• Operate with strong data responsibility and security awareness, especially when working with sensitive or regulated information

• Individual Contributors: Use AI to improve personal productivity and quality of output
• Senior ICs / Managers: Integrate AI into team workflows and improve processes
• Leaders: Drive AI adoption at the organizational level and shape how work is done across teams

• Demonstrated experience using AI tools in a practical, responsible way
• Curiosity and openness to experimenting with new technologies
• Ability to balance efficiency with quality and sound judgment

Position Summary: 

We're looking for a highly skilled and experienced Quality Assurance Lead to join our team. In this external client-facing role, you'll manage a small team of dedicated QA testers, overseeing all day-to-day test management activities, including planning, resource allocation, and crucial customer/UAT support. You'll be instrumental in ensuring the delivery of high-quality software solutions, leveraging your strong technical expertise in both automation and manual testing across diverse project methodologies, including Waterfall and Agile environments.

What you'll be doing:

• Leads day to day testing efforts for Internal testing
• Provides guidance and support to team members
• Provides testing estimates & dependencies required for test execution
• Performs resource allocation for testing activities
• Creates detailed test plans for testing projects, including function, end-to-end, back-end/API testing
• Reviews product requirements (internal & customer) 
• Supports External UAT cycles ; defines the process & tools. triages UAT defects and performs root cause analysis for escaped defects.
• Collaborate with engineers and product team to understand project scope & requirements 
• Reviews test cases for accuracy/coverageExpand & enhance test testing process; trains and mentors testers
• Monitors testing progress & results; raises risks/escalations to Project & Engineering managers
• Performs defect root cause analysis on escaped defects (Customer UAT & Production)
• Works closely with External Customers to understand project scope, identifies testing dependencies and performs 
• Identifies areas for continuous/process improvements with  focus and emphasis on improving testing quality and reducing defect leakage
• Provides input towards test automation approach
• Conducts test plan review & Customer UAT hand-off
• Work closely with the Engineering team; track development progress and identify risks and issues related to quality deliverables.
• Participates in Engineering / scrum ceremonies.
• Creates execution & defect dashboard reports.
• Security-related responsibilities: 
  • Compliance with Information Security Policies
  • Compliance with League’s secure coding practice
  • Responsibility and accountability for executing League's policies and procedures
  • Notification of HR, Legal, Compliance & Security of any incidents, breaches or policy violation

What we're looking for: 

• A Bachelor's degree in Computer Science, Engineering, or a related field.
• Progressive experience in Quality Assurance, with at least 3+ years in a dedicated Test Lead or similar leadership role.
• Expertise in both manual testing, including functional, integration, end-to-end (E2E), and regression testing.
• Proven hands-on experience in test automation, including running tests and analyzing results.
• Demonstrated ability to thrive and deliver in fast-paced, dynamic environments.
• Extensive experience working in external client-facing roles, with excellent communication and collaboration skills.
• Deep understanding and practical experience with both Waterfall and Agile delivery methodologies.
• Strong analytical skills with the ability to translate complex business requirements into comprehensive test scenarios, including both positive and negative testing.
• Experience with testing mobile applications 

Please note: We’re always excited to connect with exceptional talent. This posting is part of our proactive talent community efforts. While there may not be an immediate opening, we review applications on an ongoing basis and reach out as opportunities arise.

• Use AI tools as part of your daily workflow to enhance productivity, problem-solving, and decision-making (e.g., drafting, analysis, coding, research, or process automation)
• Apply judgment and accountability when using AI by reviewing outputs for accuracy, bias, and quality before use
• Continuously learn and adapt as new AI tools and capabilities emerge, incorporating them into your ways of working
• Identify opportunities to improve how work gets done from personal productivity to team-level workflows by leveraging AI effectively
• Operate with strong data responsibility and security awareness, especially when working with sensitive or regulated information

• Individual Contributors: Use AI to improve personal productivity and quality of output
• Senior ICs / Managers: Integrate AI into team workflows and improve processes
• Leaders: Drive AI adoption at the organizational level and shape how work is done across teams

• Demonstrated experience using AI tools in a practical, responsible way
• Curiosity and openness to experimenting with new technologies
• Ability to balance efficiency with quality and sound judgment

Position Summary: 

The Quality Assurance Analyst plays a critical role in ensuring product excellence by leading testing strategy and execution across functional, integration, and end-to-end systems. This individual serves as the primary QA partner on implementation initiatives, driving comprehensive test coverage, strengthening automation frameworks, and preventing critical defects from reaching customers. Through strong collaboration with Engineering and project teams, the Sr. QA Analyst safeguards release quality and ensures on-time, high-confidence deployments.

What you'll be doing: 

• Serve as primary tester on implementation projects.
• Develop and maintain test plans and test cases based on project and technical requirements.
• Creates and executes  functional , integration / E2E test cases to validate business systems.
• Ensures our products meet high quality standards.Conduct peer reviews of test cases to ensure depth and breadth of test coverage.  
• Reviews automated test case execution results; analyzing results to identify potential issues.
• Adds functionality to test cases using an automated test framework/suite.
• Identify, document and prioritize defects using JiraCollaborate with engineers and project team to understand requirements.
• Execute automated test scripts and analyze results to identify defects and report issues.
• Work closely with the Engineering team; track development progress and identify risks and issues related to quality deliverables.
• Security-related responsibilities: 
  • Compliance with Information Security Policies
  • Compliance with League’s secure coding practice
  • Responsibility and accountability for executing League's policies and procedures

What we're looking for: 

• Bachelor's degree in Computer Science, Engineering, or a related field.
• 5+ years experience in Quality Assurance. Ability to write test plans, test cases and follow processes.
• Expertise in manual testing including functional , integration, E2E and regression testing.
• Experience running test automation and reviewing results.
  Ability to understand business requirements and develop comprehensive test scenarios that include positive and negative testing.

Please note: We’re always excited to connect with exceptional talent. This posting is part of our proactive talent community efforts. While there may not be an immediate opening, we review applications on an ongoing basis and reach out as opportunities arise.

• Use AI tools as part of your daily workflow to enhance productivity, problem-solving, and decision-making (e.g., drafting, analysis, coding, research, or process automation)
• Apply judgment and accountability when using AI by reviewing outputs for accuracy, bias, and quality before use
• Continuously learn and adapt as new AI tools and capabilities emerge, incorporating them into your ways of working
• Identify opportunities to improve how work gets done from personal productivity to team-level workflows by leveraging AI effectively
• Operate with strong data responsibility and security awareness, especially when working with sensitive or regulated information

• Individual Contributors: Use AI to improve personal productivity and quality of output
• Senior ICs / Managers: Integrate AI into team workflows and improve processes
• Leaders: Drive AI adoption at the organizational level and shape how work is done across teams

• Demonstrated experience using AI tools in a practical, responsible way
• Curiosity and openness to experimenting with new technologies
• Ability to balance efficiency with quality and sound judgment