Director, Configuration and Analysis

WTW•Tampa, FL

10d•$125,000 - $135,000

About The Position

The Director, Configuration & Analysis is responsible for leading a multi-functional U.S. and offshore organization that serves as the enterprise center of excellence for tax-favored employee and retiree benefits. The scope of this role includes configuration, business analysis, data analysis, validation, governance, and platform consulting across WTW's Individual Marketplace business. The role provides strategic leadership and operational oversight for client implementations, ongoing configuration management, quality assurance, funding and payment support processes, business requirements analysis, and delivery readiness activities. The Director ensures that system configuration aligns with client intent, contractual obligations, regulatory requirements, and operational best practices while developing scalable processes, documentation standards, and colleague capabilities across the organization. The Director leads the Configuration & Analysis team's transformation toward an "any platform, any colleague" operating model through cross-training, proficiency development, operational standardization, and continuous improvement initiatives.

Requirements

10+ years of leadership experience in operations, configuration, business analysis, implementation, or related business functions.
5+ years of people leadership experience, including leading multi-location teams and leading teams through large-scale operational, system, or business transformation initiatives.
Demonstrated experience leading configuration governance, quality controls, validation practices, change control, audit readiness, and issue remediation in a complex operating environment.
Experience supporting health and welfare benefits administration, health insurance marketplace, spending accounts, or related benefits platforms.
Knowledge of Federal regulatory requirements impacting health and welfare benefits administration, spending account administration and consumer-directed health programs, including ERISA, HIPAA, COBRA, IRS Code Section 125, the Affordable Care Act, and related agency guidance.
Ability to translate complex business requirements into scalable configuration, reporting, and operational solutions.
Strong proficiency with Microsoft Excel, Power BI, and data analysis tools, including the ability to interpret operational trends, validate data quality, and translate findings into business actions.
Demonstrated proficiency with Oracle, Microsoft SQL Server, or similar relational database environments.
Demonstrated experience with Python or similar scripting languages to support data analysis, automation, quality checks, prototyping, and process improvement opportunities.
Understanding of APIs, system integrations, business rules, data flows, and platform configuration concepts sufficient to partner effectively with Technology and Product teams.
Experience using Agile delivery tools and methods, such as Jira, Azure DevOps, user stories, acceptance criteria, sprint planning, backlog prioritization, and release readiness practices.
Demonstrated experience with AI-enabled productivity and analysis tools, including Microsoft Copilot, ChatGPT, Claude, or similar technologies tools to accelerate analysis, process documentation, test scenario development, root cause analysis, and decision support while maintaining appropriate governance, privacy, and validation standards.

Responsibilities

Lead and develop a U.S. and offshore team supporting configuration, analysis, validation, and operational readiness.
Build organizational capability through workforce planning, cross-training, succession management, and colleague development.
Establish and monitor standards, metrics and controls for configuration, business analysis, validation, issue remediation, and solution delivery.
Serve as the senior escalation point for complex configuration, platform, and operational design decisions.
Oversee implementation, configuration, and operational support activities to ensure quality, consistency, and successful client outcomes.
Partner across Operations, Product, Technology, Compliance, and Client Services domains to deliver scalable solutions and business priorities.
Ensure effective quality assurance, validation, documentation governance, and risk management practices.
Ensure configuration, validation, and change control practices support regulatory compliance, contractual obligations, audit readiness, and defensible control evidence.
Lead root cause analysis for configuration-related issues, using methods such as 5 Whys to prevent recurrence and improve standards, training, controls, and procedures.
Drive automation, standardization, process improvement, and operational resiliency initiatives.

Benefits

Medical (including prescription coverage)
Dental
Vision
Health Savings Account
Commuter Account
Health Care and Dependent Care Flexible Spending Accounts
Group Accident
Group Critical Illness
Life Insurance
AD&D
Group Legal
Identify Theft Protection
Wellbeing Program
Work/Life Resources (including Employee Assistance Program)
Paid Holidays
Annual Paid Time Off (includes paid state/local paid leave where required)
Short-Term Disability
Long-Term Disability
Other Leaves (e.g., Bereavement, FMLA, ADA, Jury Duty, Military Leave, and Parental and Adoption Leave)
Paid Time Off
Contributory Pension Plan
Savings Plan (401k)
Deferred Compensation
Deferred Savings Plans