The Senior Director, Enterprise Financial Systems (Remote) is the executive technology owner responsible for leading the implementation and long-term operational excellence of the organization's Oracle Cloud Financials platform - the financial backbone supporting our Medicare Advantage operations. This leader serves as the strategic bridge between Digital Technology Services (DTS) and Finance, partnering directly with the CFO, Corporate Controller, and VP of Finance to ensure our financial systems architecture is reliable, compliant, and built to scale.

In the near term, this role spearheads a full-lifecycle Oracle Cloud ERP implementation spanning General Ledger, Payables, Receivables, Fixed Assets, Cash Management, and Enterprise Performance Management; post go-live, it transitions to directing ongoing platform operations, continuous improvement, and the long-term technology roadmap.

This position is critical to the organization because financial system integrity directly enables our ability to serve Medicare Advantage members, meet CMS reporting requirements, and sustain the operational performance that underpins our growth.

Job Duties / Responsibilities

1. Lead Enterprise ERP Implementation and Transformation
Direct the end-to-end implementation of Oracle Cloud Financials, serving as the executive IT owner accountable for scope, timeline, budget, and quality across all financial modules. Ensure seamless integration with adjacent enterprise systems - including Workday (HR), healthcare-specific platforms, and third-party financial tools - while maintaining minimal disruption to business operations during the transition.

2. Govern Platform Operations and Continuous Improvement
Establish and maintain ITIL-aligned support frameworks, service level agreements (SLAs), and key performance indicators to ensure high availability and stability of Oracle Financial systems post go-live. Direct the quarterly Oracle Cloud update cycle, including regression testing, impact analysis, and adoption of new features that advance finance automation and reduce month-end close cycle times.

3. Drive Financial Systems Data Strategy and Integration
Oversee the data governance strategy for financial data extraction, transformation, and ingestion into the enterprise data lake, ensuring data integrity from source systems through downstream analytics and reporting. Partner with the DTS Data Engineering and enterprise architecture teams to design scalable, secure integrations between Oracle and all connected platforms, with emphasis on Azure-based data infrastructure.

4. Ensure Regulatory Compliance and Financial Controls
Maintain the Oracle Financials platform in full alignment with SOX compliance, CMS financial reporting requirements, HIPAA data privacy obligations, and internal Segregation of Duties (SoD) frameworks. Serve as the primary IT accountability point for internal and external audit activities related to financial system controls, data lineage, and access governance.

5. Manage Vendor and Systems Integrator Relationships
Own the commercial and delivery relationship with Oracle and the implementation Systems Integrator (SI), driving accountability against statement of work (SOW) deliverables, managing escalations, and optimizing resource allocation across internal and external workstreams. Negotiate and manage multi-million-dollar enterprise software and consulting agreements with strong commercial acumen.

6. Align Technology Strategy with Finance Business Objectives
Translate corporate Finance strategy into a multi-year Oracle technology roadmap, ensuring investment decisions, platform capabilities, and automation priorities reflect the organization's Medicare Advantage growth agenda. Manage the Total Cost of Ownership (TCO) for the Oracle financial footprint, including CapEx for implementation and OpEx for ongoing licensing and support.

7. Build, Lead, and Develop a High-Performing Team
Recruit, mentor, and retain a team of application technology experts, integration architects, and functional business analysts who collectively own Oracle platform support and enhancement. Foster a culture of innovation, continuous learning, and cross-functional collaboration that positions the Enterprise Financial Systems team as a trusted, value-adding partner to Finance.

Supervisory Responsibilities

• Supervisory Requirements: Fulfill supervisory responsibilities in accordance with organization policies and applicable laws. Responsibilities include interviewing, hiring, and training employees; planning, assigning, and directing work; appraising performance; rewarding and disciplining employees; addressing complaints and resolving problems.

Job Requirements

Experience

Required:

• 10+ years of progressive IT leadership experience, with a minimum of 5 years in a Director or Senior Director capacity managing enterprise financial applications

• Demonstrated experience leading at least two full-lifecycle implementations of Oracle Cloud Financials (ERP), with accountability for scope, integration, and go-live

• Deep functional understanding of core Finance workflows: accounting-to-report, procure-to-pay, and order-to-cash across GL, AP, AR, Fixed Assets, and Cash Management

• Demonstrated experience managing Systems Integrator relationships and enterprise software vendor contracts

• Experience working in a regulated industry environment with exposure to SOX, HIPAA, or equivalent financial/data compliance requirements

• Experience in enterprise or large-scale healthcare, insurance, or financial services organizations

Preferred:

• Prior experience in a Medicare Advantage, managed care, or health insurance organization

• Exposure to Workday (HR) and the technical integration points between Oracle ERP and HCM platforms

• Experience managing Oracle quarterly cloud update cycles and release lifecycle governance

Education

Required:

• Bachelor's degree in Computer Science, Information Systems, Finance, Accounting, or a related field; equivalent professional experience may be considered

Preferred:

• Master's degree (MBA or MS in Information Systems) strongly preferred

• Graduate-level coursework in healthcare administration, finance, or technology management is a plus

Training

Required:

• Demonstrated working knowledge of Oracle Fusion Cloud Financials modules through formal implementation experience

• Familiarity with ITIL service management frameworks and their application to enterprise application support environments

Preferred:

• Oracle Cloud Platform Application certification, Oracle Fusion certification, or Oracle Integration Cloud certification

• Project Management Professional (PMP) or equivalent program management credential

• Oracle Financial Consolidation and Close certification or Oracle Enterprise Data Management certification

Skills & Competencies

Technical / Role-Specific Skills

• Oracle Fusion Cloud Financials (GL, AP, AR, Fixed Assets, Cash Management, EPM)

• Enterprise Integration Architecture (Oracle OIC, REST/SOAP APIs, FBDI, MuleSoft/Boomi)

• Financial Compliance and Internal Controls (SOX, SoD, CMS, HIPAA)

• Cloud Data Architecture and Analytics (Azure Data Lake, Oracle BICC, FRS, Smart View, OTBI)

• Vendor and Contract Management (SI relationships, SOW governance, commercial negotiation)

• IT Service Management / ITIL Frameworks

• Executive Communication and Stakeholder Influence

Essential Physical Functions:

The physical demands described here are representative of those that must be met by an employee to successfully perform the essential functions of this job. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.

1. While performing the duties of this job, the employee is regularly required to talk or hear. The employee regularly is required to stand, walk, sit, use hand to finger, handle or feel objects, tools, or controls; and reach with hands and arms.

2. The employee frequently lifts and/or moves up to 10 pounds. Specific vision abilities required by this job include close vision and the ability to adjust focus.

Pay Range: $172,364.00 - $258,547.00
Pay range may be based on a number of factors including market location, education, responsibilities, experience, etc.