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Zappos

Sr Program Manager, Benefits , DSP, Value Added Services

OnsitePeople & recruitingNot yet verified

United States, TN, Nashville; United States, NY, New York

Original posting date
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Nov 2, 2026

Saved job description

Do you want to lead design of one of Amazon's last mile business programs? Do you thrive while working backwards from a customer problem statement and designing entirely new programs from the ground up? Are you looking for a role where you can have a highly visible international impact on the business? The Worldwide Delivery Service Partner (DSP) Product and Strategy organization is seeking a Senior Program Manager to define and execute our global benefits strategy, supporting Amazon's rapidly expanding Last Mile delivery capabilities.

At Amazon, we're working to be the most Customer-centric company on earth. The Worldwide DSP Product and Strategy team is constantly re-inventing the customer experience. We're doing so by building a world class last mile operation that raises the bar on customer expectations through a rapidly expanding global network of entrepreneur owned and operated small businesses (the DSP program). To enable the program to scale in a sustainable way, we're seeking an exceptional Senior Program Manager who will define the vision and strategy for our benefits product line — spanning 401(k) retirement plans, healthcare coverage, and benefits compliance — supporting a network of 3500+ individual entrepreneurs across 22 countries.

In this role, you will be responsible for building our global benefits strategy, ensuring we deliver high-quality, regionally-appropriate benefits programs that meet the diverse needs of our DSP partners and the DAs they employ. You'll develop innovative solutions for three critical areas: designing benefits offerings (401(k), healthcare, and related programs) that adapt to our expanding delivery modes and geographic presence, creating a centralized enrollment, eligibility, and plan-administration system, and establishing a cost-effective, efficient vendor-delivery model that can rapidly roll out new benefits programs and plan changes across our global network. This is a new and fast-growing space with unique challenges in scaling a tested model across highly variable regulatory environments. You will work with cross-functional teams to leverage best practices from various last mile channels, using diverse technology to ideate, design, and launch solutions that serve our DSP partners' evolving needs – from traditional vehicle delivery to innovative new transportation modes. The optimal fit for this role will be a candidate wanting to roll-up their sleeves, dive into complex benefits and compliance challenges, develop a path forward by working with multiple stakeholders, and convince senior management that their solution is the best one.

This will be a high visibility global role, meaning that the optimal candidate will be comfortable driving critical business decisions in fast paced, high pressure, and often ambiguous environments, and elevating critical one-way door decisions to senior leadership. A successful candidate will be customer focused, highly analytical, resourceful, a big thinker, a strong writer, and able to operate at all levels of the organization. Any background in employee benefits, 401(k)/retirement administration, healthcare plan management, benefits compliance, insurance, and/or experience in risk management and program management will be considered a plus. Our organization is based in the US, but we support global operations across Americas, EMEA, and APAC. Domestic and international travel will be required 10-20% of the time.

Key job responsibilities

Lead & deliver an innovative program strategy to drive step changes in DSP profitability and operating efficiency and eliminate DSP pain points within the DSP Benefits program

Manage the global Benefits roadmap across all DSP geographies

Own the operational performance and all metrics for DSP satisfaction and adoption for your program

Monitor the effectiveness of existing programs and vendors' services (401(k) administrators, healthcare carriers, and compliance partners), using utilization data, real-time vendor data and feedback from the global stakeholders

Build and monitor benefits forecasting including creating enrollment, eligibility, and cost projections as well as quarterly funding and contribution needs

Build & manage governance for WW vendor management and provide metrics on performance and effectiveness

Partner with finance to develop financial models, run financial reviews and manage the governance, approval process & reporting for budgeting and funding the product

Build and manage a global benefits compliance program (covering 401(k)/retirement regulations, healthcare mandates, and regional statutory requirements) and drive benefits adoption

Define and maintain global business and technical requirements for your program. Communicate both program and project plans through clear, precise and regular communication with all stakeholders.

Retrieve and analyze data and insights both locally and globally to solve business problems

Manage Vendor Relationships

Monitor project execution and ensure that the project delivery is appropriate for the level of quality and in line with its target date.

Requirements: - 5+ years of program or project management experience

- Experience using data and metrics to determine and drive improvements

- Experience owning program strategy, end to end delivery, and communicating results to senior leadership

- Experience designing, implementing, and scaling upskilling, apprenticeship, or workforce development programs across large-scale operations or corporate environments, including forecasting workforce needs and leveraging analytics to drive program decisions

- Experience in complex problem solving, and working in a tight schedule environment

- 5+ years of driving process improvements experience

- Experience in vendor management

Location & listing notes

Locations describe the saved posting and do not confirm residence eligibility. Confirm qualifications, travel, restrictions, and availability with the employer.

Source-listed locations: US, Nashville, Tennessee; US, New York, New York.

Listed states: NY, TN.

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