Director, Strategy & Operations

FSAStore.com

10d•$140,000 - $180,000•Remote

About The Position

Health-E Commerce is expanding its portfolio of services and entering new product categories that require sophisticated operational, technical, and regulatory workflows. This role supports the Commercial and P&L strategy led by the Chief Digital Health Officer, ensuring operational execution aligns with business goals. The Director of Strategy & Operations will serve as the senior operator responsible for designing the operational model, creating cross-functional alignment, and establishing governance for new service offerings.

Requirements

BA, MBA Preferred, with strong foundational background in strategic operations, analytical thinking, and cross-functional leadership.
Minimum of 5–9+ years of experience in strategy, operations, marketplace or e-commerce operations, or complex program leadership.
Demonstrated experience structuring and driving multi-stakeholder initiatives across Product, Engineering, Marketing, Data, and Operations.
Strong operational design instincts — able to create governance, sequencing, decision frameworks, and clarity across teams.
Excellent communication and executive presence; able to translate business goals into structured operating plans.
Experience managing external vendors, service providers, or partnerships with operational dependencies.
Ability to bring structure to ambiguity, lead through influence, and make decisions in fast-moving environments.
Highly analytical mindset with comfort using data to guide decisions, evaluate tradeoffs, and track performance.

Responsibilities

Develop and maintain the operational roadmap for new services and category expansion.
Translate business goals into structured workstreams with clear milestones and accountability.
Prioritize initiatives and manage sequencing across internal and external dependencies.
Establish and maintain governance structures for new initiatives
Align cross-functional teams around operational objectives, requirements, and timelines.
Evaluate tradeoffs, recommend solutions, and resolve cross-functional conflicts to maintain momentum.
Serve as the primary operational owner for external partners
Define SLAs, create governance cadences, and review partner performance metrics.
Oversee integrations, operational readiness, and issue escalation for partner workflows.
Define KPIs across customer flows, partner performance, fulfillment cycles, and service throughput.
Partner with Data to build dashboards and reporting tools that support visibility and decision-making.
Provide inputs to financial modeling, forecasting, and operational planning.
Collaborate with Compliance and Legal to ensure workflows, content, and partner processes meet regulatory and eligibility requirements.
Establish processes that maintain customer trust, accuracy, and compliance across experiences.