League

Director - Delivery Enablement & Excellence

League

full-time

Posted on:

Location Type: Remote

Location: United States

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Salary

💰 $212,200 - $259,400 per year

Job Level

Tech Stack

About the role

  • Build and lead a new function responsible for delivery infrastructure, governance, and organizational transformation across the entire Delivery organization.
  • Own the systems, standards, and capabilities that enable League’s delivery teams to operate with consistency, predictability, and quality at scale.
  • Define, implement, and continuously refine the Standard Delivery Playbook covering the end-to-end delivery lifecycle from discovery through deployment and post-implementation optimization.
  • Establish scalable intake, planning, estimation, and release governance processes.
  • Drive consistency in Agile practices, sprint hygiene, dependency management, and release readiness across all delivery teams.
  • Own onboarding and continuous training programs for all delivery staff including engineers, project managers, product managers, designers, and QA testers.
  • Own the standard Jira process: define the desired workflow, then configure the tool to match delivery needs. Drive 100% adoption.
  • Conduct project margin analysis and drive optimization initiatives toward the 25% target.
  • Own the strategic transformation program to move the delivery organization from current state to target operating model.

Requirements

  • 10+ years in delivery operations, program management, or engineering operations within a SaaS or digital platform environment, with progressive leadership responsibility.
  • Proven track record building delivery organizations “from chaos to order”—demonstrated success standing up new functions, defining standard operating models, and driving large-scale process transformation and adoption.
  • P&L management experience: ownership of or significant contribution to delivery financial performance, margin analysis, and resource planning.
  • Proven experience working closely with Software Engineering teams and credibly engaging with technical audiences on architecture, SDLC, and tooling decisions.
  • Experience operating in complex, multi-client or multi-workstream environments with both onshore and offshore delivery teams.
  • Enablement and training experience: ability to build and deliver scalable training materials, onboarding programs, and certification curricula.
  • Organizational change management expertise with demonstrated success driving adoption across cross-functional teams at scale.
  • Experience building and managing high-performing teams as well as coordinating matrixed resources across multiple functions.
  • Prior experience in digital health, health tech, or highly regulated environments is a strong asset.
Benefits
  • Health insurance
  • 401(k) matching
  • Stock options
  • Professional development
  • Flexible work arrangements
  • Paid time off
  • Bonuses
  • Equipment allowances
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
delivery operationsprogram managementengineering operationsP&L managementmargin analysisresource planningAgile practicesSDLConboarding programsorganizational change management
Soft Skills
leadershiporganizational transformationcross-functional collaborationtraining and enablementprocess optimizationteam buildingcommunicationdependency managementproject managementstrategic thinking