Dylan Oliver

Resourceful Benefits Specialist known for high productivity and efficient task completion. Possess specialized skills in benefits administration, employee education on benefit programs, and compliance with federal and state laws regarding benefits. Excel in communication, problem-solving, and adaptability, ensuring seamless benefits management and employee satisfaction.

Benefits Project Analyst - NJ TRANSIT - New Jersey

(2026-01)

• Acted as primary contact for Benefits department, handling inquiries through phone, email, and in-person interactions.
• Assisted in executing key initiatives, including open enrollment, enhancing employee engagement with benefits.
• Maintained and organized benefits case files, compiling data to support decision-making and issue resolution.
• Prepared reports and audit documentation, ensuring compliance with regulatory requirements.
• Managed multiple projects simultaneously, ensuring timely completion and alignment with departmental goals.
• Collaborated with hiring managers to develop offer letters that accurately reflect current salary ranges for open positions.
• Reviewed job descriptions for accurate classification and compensation alignment.
• Analyzed job descriptions to determine appropriate pay grades for new hires and existing employees.

Benefits Administrator - IPG (CONTRACT) - New York

(2025-08 - 2025-12)

• Resolved inquiries and complaints for employee benefit programs, enhancing employee satisfaction through prompt and courteous service.
• Updated and maintained vendor databases, supporting accurate benefits administration and improving operational efficiency.
• Led employee onboarding to improve understanding of benefits through clear communication.
• Updated and maintained vendor databases to support accurate benefits administration.
• Maintained and updated vendor databases.
• Reviewed benefits policy documents for compliance with legal standards, ensuring adherence and minimizing risk.

Leave Administrator - Services for the Undereserved (CONTRACT) - New York City

(2025-04 - 2025-08)

• Managed the full lifecycle of employee benefits administration, processing requests and determining eligibility.
• Served as primary contact for employee benefits inquiries, guiding employees on eligibility, options, and application procedures to enhance understanding and support.
• Coordinated with HR, management, and external vendors on benefits accommodation, facilitating return-to-work processes and effectively addressing absence-related concerns.
• Utilized HRIS and related systems to monitor benefit usage and entitlements, generating reports and analyzing data to assess program performance and ensure regulatory compliance.

HR Generalist/Benefits Compliance - The Dermatology Specialists (CONTRACT) - New York City

(2025-01 - 2025-03)

• Guided employees on benefits, enhancing satisfaction and ensuring compliance.
• Streamlined benefits administration processes by resolving complex cases and improving documentation workflows.
• Drives process improvements in benefits administration by resolving complex cases and streamlining documentation workflows.
• Supported FMLA claim processing for seamless leave management.
• Oversaw unemployment claims, maintaining company standards and supporting employee rights.
• Oversaw unemployment claims to uphold company standards.
• Facilitated employment verifications, ensuring accurate records.

Benefits Analyst - ICONIQ Capital (CONTRACT) - New York City

(2024-08 - 2024-12)

• Streamlined benefits administration processes, managing comprehensive insurance plans and 401(k) programs while ensuring vendor compliance and maintaining accurate documentation for audit readiness.
• Managed UK/US insurance plans, ensuring compliance and accuracy in benefits administration to support employee engagement and satisfaction.
• Led employee onboarding, improving understanding of benefits and fostering positive employee experience through effective communication.
• Led employee onboarding, enhancing understanding of benefits through effective communication.
• Facilitated open enrollment, resolving inquiries, and conducting thorough benefits audits.

Benefits Specialist - DocGo - New York City

(2023-09 - 2024-05)

• Guided employees in navigating medical, dental, vision, life insurance, 401(k), and wellness plans, enhancing their understanding of comprehensive benefits.
• Acted as a liaison between employees and vendors to resolve issues, answer questions, and manage appeals effectively.
• Facilitated communication between employees and vendors regarding problems, questions, and appeals.
• Provided clear, timely guidance on benefit-related issues to enhance employee understanding and satisfaction.
• Conducted benefit portion of new hire orientation.
• Resolved enrollment errors using Workday.
• Managed relationships with vendors and processed invoices for employee benefits to ensure smooth operations.

Benefits Administrator - Verisk (CONTRACT) - Jersey City

(2022-12 - 2023-06)

• Processed NY/NJ FMLA claims and coordinated leave of absences to support employee transitions and ensure compliance.
• Conducted benefits orientation for new hires, facilitating their understanding of available programs.
• Resolved enrollment errors using PeopleSoft and Business Solver system.
• Managed vendor relations and processed invoices for benefits, ensuring timely delivery and accuracy of services.
• Collaborated on various special projects to enhance team initiatives and organized meetings.
• Supported annual benefits enrollment initiatives with detailed planning activities.

Bachelor of Arts - Communications, Psychology - Rutgers University-Newark