Oracle Cloud Benefits Functional Lead (1653)
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Oracle Cloud Benefits Functional Lead
Public Sector K-12 | Maryland | Full-Time, Permanent
Overview
The Oracle Cloud Benefits Functional Lead will provide functional leadership for a full life cycle Oracle Cloud implementation for a public sector K-12 client located in Maryland. This role will lead the design, configuration, validation, testing, deployment, and stabilization of Oracle Cloud Benefits and its integrations with Global Human Resources, Payroll, Compensation, Absence Management, Financials, and related third-party systems.
The Functional Lead will serve as the primary subject matter expert for benefits programs, plans, options, eligibility, enrollment, life events, rates, coverage, certifications, and carrier interfaces. The role combines hands-on configuration expertise, strong client-facing leadership, and knowledge of complex public sector benefits requirements to deliver an accurate, compliant, scalable, and supportable solution.
The client is transitioning from Oracle E-Business Suite R12 to Oracle Cloud. Experience assessing R12 or other legacy benefits configurations, eligibility rules, life events, enrollments, rates, interfaces, reports, and historical data and determining appropriate Oracle Cloud replacement and conversion strategies is strongly preferred. State, Local, and Education (SLED) experience, particularly with public sector K-12 organizations, is highly preferred but not required. Travel to the client site in Maryland Monday through Thursday may be required.
Essential Responsibilities
- Lead the Oracle Cloud Benefits workstream through discovery, requirements, design, configuration, conference room pilots, testing, deployment, stabilization, and transition to support.
- Facilitate client discovery and design workshops; gather and document business requirements; lead fit-gap analysis; and guide process improvements using Oracle leading practices.
- Own the end-to-end Benefits functional solution and hands-on configuration, including programs, plans, plan types, options, eligibility profiles, life events, enrollment rules, rates, coverage, certifications, defaults, designations, and dependent processing.
- Assess the client's Oracle E-Business Suite R12 or other legacy benefits solutions and support mapping of configurations, customizations, interfaces, reports, and data to Oracle Cloud.
- Partner with Global HR, Payroll, Compensation, Time and Labor, Absence, Financials, technical, integration, data, reporting, security, change management, and testing leads to deliver an integrated solution.
- Define functional requirements for carrier feeds, payroll deductions, conversions, reports, extracts, extensions, notifications, and third-party benefits vendor integrations.
- Lead data conversion and validation activities for employee and dependent enrollments, beneficiary and designation data, coverage, rates, life events, and other approved legacy benefits data.
- Develop testing strategies and detailed scenarios for unit testing, system integration testing, user acceptance testing, regression testing, open enrollment, life-event processing, payroll deductions, and end-to-end benefits validation.
- Validate downstream payroll and vendor impacts, including deduction calculations, arrears, retroactive changes, imputed income, coverage dates, and carrier reconciliation.
- Lead client knowledge-transfer, validation, and training sessions for benefits administrators, HR and payroll teams, managers, business process owners, and support teams.
- Act as the primary functional point of contact for Benefits-related questions, decisions, escalations, and issue resolution.
- Lead and coordinate onshore and offshore functional resources, assign configuration and testing activities, review deliverables, mentor team members, and hold resources accountable for quality and schedule commitments.
- Provide functional leadership during cutover, go-live, open enrollment, and stabilization, including production issue triage, root-cause analysis, correction, reconciliation, and support for at least 30 days after deployment.
- Communicate status, risks, issues, dependencies, scope impacts, decisions, and recommendations to the Project Manager, Project Director, client HCM and benefits leadership, and executive stakeholders.
- Identify requirements or decisions that affect scope and support the development and evaluation of change requests.
- Stay current on Oracle Cloud Benefits quarterly releases and applicable regulatory changes and assess their impact on the solution and operating model.
Required Experience and Qualifications
- 7+ years of Oracle HCM implementation experience, including substantial hands-on experience with Oracle Cloud Benefits.
- Experience participating in at least three full life cycle Oracle Cloud Benefits implementations with hands-on configuration responsibilities.
- Experience serving in a lead role on at least one Oracle Cloud Benefits implementation.
- Deep functional knowledge of Oracle Cloud Benefits configuration, including programs, plans, options, eligibility, life events, rates, coverage, certifications, dependents, beneficiaries, and enrollment processing.
- Experience integrating Benefits with Global Human Resources, Payroll, Compensation, Absence Management, Financials, and third-party benefits carriers and administrators.
- Experience leading requirements gathering, fit-gap analysis, solution design, conference room pilots, configuration, testing, training, deployment, and post-go-live support.
- Ability to translate benefits policies, collective bargaining agreements, plan documents, and regulatory requirements into scalable Oracle Cloud configurations and clearly explain solution options, trade-offs, risks, and impacts.
- Experience developing functional design documentation, configuration workbooks, process flows, testing scenarios, test scripts, reconciliation procedures, and user-facing materials.
- Strong client-facing consulting, facilitation, presentation, stakeholder management, customer management, and decision-driving skills.
- Experience leading functional teams in an onshore/offshore delivery model and collaborating across functional and technical workstreams.
- Excellent written and verbal communication, analytical, organizational, mentoring, and problem-solving skills.
- Bachelor's degree in human resources, benefits administration, information technology, business, or a related field, or equivalent relevant experience.
Preferred Experience
- Significant experience with Oracle E-Business Suite R12 Benefits or other legacy benefits solutions and migration to Oracle Cloud Benefits.
- SLED experience, particularly with public sector K-12 school systems, higher education institutions, or other government organizations.
- Experience with complex public sector benefits requirements, including multiple employee groups, unions or collective bargaining agreements, varied eligibility rules, multiple calendars, retirees, substitutes, and employer contribution structures.
- Experience with multi-pillar Oracle Cloud implementations spanning HCM, Payroll, Benefits, and ERP or Financials.
- Functional experience with Oracle Cloud Global Human Resources, Payroll, Compensation, Absence Management, or related HCM modules.
- Oracle Cloud Benefits Certified Implementation Specialist or equivalent Oracle Cloud HCM certification.
- Experience with current Oracle Cloud quarterly release functionality.
- Experience working for a systems integrator or consulting organization and leading client-facing delivery teams.
Employment Type / Location / Travel
- Full-time, permanent position.
- Client is a public sector K-12 organization located in Maryland.
- Travel to the client site Monday through Thursday may be required.
Equal Opportunity/Affirmative Action Employer
About Highstreet
Highstreet helps public sector organizations modernize through Oracle Cloud technology and services. With more than 30 years of public sector experience, we combine deep Oracle expertise with a client-focused approach to delivering successful transformations. We offer a progressive work environment along with a comprehensive and competitive benefits package. highstreetit.com
From Highstreet It Solutions's careers page, first listed on Rolev.ai on November 12, 2026. Rolev.ai is not the employer.
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