Senior Managing Director, Total Rewards

Teach For AmericaBentonville, AR
3dRemote

About The Position

At Teach For America, we are inspired by a single mission – one day, all children will have access to an excellent education. In pursuit of that mission, we have to evolve our ways of working, being and doing that will allow our People Team (PT) to become an HR team that is sustainably set up to support an ever-evolving organization that seeks to work in more flexible and nimble ways and that fosters the growth and development of talented staff who are prepared to thrive and drive impact. Reporting to the Senior Vice President (SVP), People, the Senior Managing Director (SMD), Total Rewards will lead our Total Rewards team and work, improving the way we design, administer, and continuously improve TFA’s compensation and benefit programs.

Requirements

  • 10+ years of progressive experience in Total Rewards, Compensation, Benefits, or HR leadership
  • Experience working in complex organizations (ideally 500+ employees), with exposure to enterprise level structures, processes, and cross functional stakeholders
  • Deep expertise in total rewards strategy and design, including compensation philosophy, salary structures, and benefits programs
  • Proven experience leading enterprise level Total Rewards transformations, aligning rewards to performance, talent strategy, and organizational priorities
  • Strong track record of translating strategy into execution, balancing long term design with near term operational delivery
  • Advanced analytical capability, including market benchmarking, pay equity analysis, and financial modeling to inform decisions
  • Expertise in multi state compensation compliance and pay transparency legislation
  • Experience overseeing compensation programs end to end, including structures, benchmarking, and equitable pay practices
  • Experience managing benefits strategy and vendor partnerships, including brokers, consultants, and carriers
  • Demonstrated ability to lead and develop teams (approximately 5 direct reports), setting priorities and driving accountability
  • Strong executive presence and stakeholder management, with the ability to influence senior leaders and navigate complex, highly relational environments
  • Track record of leading change initiatives that improve talent systems, employee experience, and organizational outcomes
  • Ability to drive operational excellence, ensuring accuracy, compliance, and strong end user experience across programs

Nice To Haves

  • Experience in mission driven, nonprofit, or education focused organizations
  • Background in organizations undergoing significant transformation or evolution
  • Exposure to seasonal or complex workforce models (part time, temporary, cohort based staff)
  • Experience leading or supporting a large scale Total Rewards redesign
  • Vendor negotiation experience with a focus on cost effectiveness and service quality
  • Familiarity with HR systems, compensation tools, or analytics platforms

Responsibilities

  • Lead enterprise total rewards strategy (30%) Set the strategic direction for TFA’s total rewards strategy and systems, including compensation philosophy, benefits strategy, and performance-aligned compensation practices. Partner with executive leaders, PT colleagues, and other stakeholders to ensure programs support organizational priorities, strengthen talent acquisition and retention, and reinforce fair and consistent policies and practices. Prepare deliverables and briefs for leadership on total rewards programs.
  • Oversee Total Rewards Administration (25%) Provide strategic oversight of compensation programs, including salary structures, market benchmarking, and pay practices across full-time, part-time, seasonal, and temporary roles. Ensure compensation decisions align with talent philosophy, internal equity, market competitiveness, and evolving pay transparency and regulatory requirements. Analyze compensation and benefits data to identify trends, risks, and opportunities, and provide insightful recommendations to leadership. Ensure compliance with federal, state, and local benefits regulations.
  • Guide Benefits Strategy and Vendor Partnerships (20%) Oversee the design and administration of employee benefits programs and lead key annual processes such as open enrollment. Manage vendor relationships with benefits brokers, insurance carriers, and external consultants, including contract management and performance oversight, to ensure strong service delivery, cost effectiveness, and alignment with organizational needs.
  • Lead the Total Rewards Team and Strengthen Operational Excellence (25%) Lead and develop a Total Rewards team of three (Director, Compensation Program Manager; Director, Benefits Administrator; Manager, Total Rewards). Set priorities and direction for the team, manage workflows, and ensure accurate and timely execution of work. Continuously improve systems, processes, and service delivery to streamline operational efficiency and provide high-quality support to leaders and staff.

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What This Job Offers

Job Type

Full-time

Career Level

Executive

Education Level

No Education Listed

Number of Employees

101-250 employees

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