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Highstreet IT Solutions

Oracle Cloud Benefits Functional Lead

Highstreet IT Solutions

. Lead the Oracle Cloud Benefits workstream through discovery, requirements, design, configuration, conference room pilots, testing, deployment, stabilization, and transition to support .

Posted 11/11/2026full-timeMaryland • United StatesSeniorWebsite

Core Competencies

Role fit
Core Competencies

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Demonstrates extensive experience in Oracle Cloud Benefits implementation, including hands-on configuration and integration with HR and Payroll systems. Possesses strong leadership and communication skills to facilitate workshops, manage stakeholders, and guide teams through the implementation lifecycle.

Highest-signal resume keywords
Oracle Cloud Benefits ImplementationHands-On ConfigurationRequirements GatheringStakeholder ManagementFunctional Design Documentation

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills
Oracle HCM ImplementationBenefits ConfigurationFit-Gap AnalysisTesting StrategiesData ConversionIntegration with PayrollRegulatory ComplianceUser Acceptance TestingProcess ImprovementConfiguration Workbooks
Soft Skills
Client-Facing ConsultingFacilitation SkillsPresentation SkillsMentoringProblem-Solving
Industry Keywords
Human ResourcesBenefits AdministrationCollective Bargaining AgreementsThird-Party Benefits IntegrationChange Management

Tech Stack

Tools & technologies
CloudOracle

About the role

Key responsibilities & impact
  • 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
  • Own the end-to-end Benefits functional solution and hands-on configuration
  • Assess Oracle E-Business Suite R12 or other legacy benefits solutions and map configurations, customizations, interfaces, reports, and data to Oracle Cloud
  • Partner with HR, Payroll, Compensation, Time and Labor, Absence, Financials, technical, integration, data, reporting, security, change management, and testing leads
  • Define functional requirements for carrier feeds, payroll deductions, conversions, reports, extracts, extensions, notifications, and third-party benefits integrations
  • Lead data conversion and validation for employee and dependent enrollments, beneficiary and designation data, coverage, rates, and life events
  • Develop testing strategies and scenarios for unit, integration, user acceptance, regression, open enrollment, life-event, payroll deduction, and end-to-end benefits testing
  • Validate downstream payroll and vendor impacts, including deduction calculations, arrears, retroactive changes, imputed income, coverage dates, and carrier reconciliation
  • Lead knowledge-transfer, validation, and training sessions
  • Serve as primary functional contact for Benefits questions, decisions, escalations, and issue resolution
  • Lead and coordinate onshore and offshore functional resources, review deliverables, mentor team members, and ensure quality and schedule commitments
  • Provide leadership during cutover, go-live, open enrollment, and stabilization, including production issue triage and post-deployment support for at least 30 days
  • Communicate status, risks, issues, dependencies, scope impacts, decisions, and recommendations to project and executive stakeholders
  • Support change-request development and evaluation
  • Assess the impact of Oracle Cloud quarterly releases and regulatory changes

Requirements

What you’ll need
  • 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
  • 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
  • Travel to the client site in Maryland Monday through Thursday may be required