Director, Program Strategy, Retirement Plan Services Modernization Initiatives (PL)

Charles Schwab Inc.•Lone Tree, CO
•$121,400 - $250,000•Onsite

About The Position

The Director, Program Strategy, Retirement Plan Services Modernization Initiatives will lead critical components of a multi-year modernization program to transform Retirement Plan Services recordkeeping capabilities, strengthen operational infrastructure, and prepare the business for future-state platform and service delivery models. The role leads planning, governance, execution, and readiness across complex cross-functional initiatives with significant business, operational, technology, risk, and client implications. The successful candidate will navigate ambiguity, influence stakeholders across a matrixed organization, and deliver through disciplined execution and collaboration. The role partners with business, operations, product, technology, risk, communications, human resources, and client-facing teams to coordinate implementation and prepare teams for change. The position is intended to be performed on site in the specified location(s).

Requirements

  • 10+ years of experience leading large-scale transformation, modernization, strategic initiatives, or complex business change programs within financial services or similarly regulated industries.
  • Ability to lead through ambiguity and navigate complex, fast-moving environments with multiple priorities, stakeholders, and dependencies.
  • Demonstrated success identifying, escalating, and resolving program risks, issues, and roadblocks while maintaining momentum against critical business objectives.
  • Experience integrating business, operations, technology, risk, compliance, and other enterprise functions to drive alignment and execution.
  • Exceptional stakeholder management and influencing skills, including building consensus, resolving competing priorities, and driving decisions without direct authority.
  • Experience translating strategic objectives into actionable plans, execution roadmaps, and measurable business outcomes.
  • Ability to lead organizational readiness and change initiatives, including stakeholder engagement, communications, adoption planning, training, and implementation support.
  • Strong program leadership capabilities, including governance, integrated planning, dependency management, risk mitigation, and execution oversight.
  • Ability to foster accountability, collaboration, and a solutions-oriented mindset across cross-functional teams during significant change.
  • Strong executive communication skills, including preparing presentations, status reports, decision materials, and recommendations for senior leadership.
  • Bachelor's degree or equivalent combination of education and related experience.

Nice To Haves

  • Project Management Professional (PMP), Agile, Scrum, or related program management certifications.

Responsibilities

  • Lead planning and execution for Retirement Plan Services modernization initiatives, including implementation and business readiness.
  • Coordinate execution and prepare teams for upcoming changes in partnership with business, operations, product, technology, risk, communications, human resources, and client-facing teams.
  • Translate modernization objectives into implementation plans with defined ownership, timelines, deliverables, and success measures.
  • Lead change and business readiness activities, including stakeholder engagement, process changes, communications, training, operational preparedness, and implementation planning.
  • Help leaders and teams understand what is changing, why it matters, and what they need to do differently as modernization capabilities are implemented.
  • Identify and manage program risks, dependencies, resource constraints, and adoption issues that could affect implementation or business readiness.
  • Develop and maintain integrated project plans, milestones, dependencies, risks, and readiness activities across impacted workstreams.
  • Facilitate stakeholder alignment to resolve competing priorities, address implementation issues, and maintain progress against modernization milestones.
  • Support governance with executive updates, decision materials, risk assessments, program status reporting, and readiness updates.
  • Support conversion and implementation readiness through planning, coordination, operational readiness assessments, and stakeholder preparation.
  • Reinforce new processes and ways of working so changes become embedded in day-to-day operations.
  • Contribute to measurable improvements in execution, organizational readiness, operational effectiveness, and the client and participant experience.
© 2026 Teal Labs, Inc
Privacy PolicyTerms of Service