DYLAN OLIVER
Bloomfield
Summary
Detail-oriented Benefits Specialist with over 5 years in benefits administration and compliance. Managed FMLA processing, vendor coordination, and I-9 verifications to ensure accurate payroll and billing. Streamlined processes and enhanced benefits operations through data-driven improvements, supporting effective return-to-work initiatives.
Overview
6
6
years of post-secondary education
6
6
years of professional experience
Work History
BENEFITS PROJECT ANALYST
NJ Transit
01.2026 - Current
- Acted as primary contact for Benefits department, handling inquiries through phone, email, and in-person interactions.
- Maintained and organized benefits case files, compiling data to facilitate decision-making and resolve issues.
- Assist in execution of key initiatives including open enrollment.
- Prepared reports and audit documentation, ensuring compliance with regulatory requirements.
- Managed multiple projects simultaneously while adhering to established deadlines.
- Maintain ECMS portal, ensuring accurate date entry and record keeping.
- Deliver high-quality customer service and provide cross-team support as needed.
- Provide administrative support, including office supply management, mail distribution, and communication routing.
BENEFITS ADMINISTRATOR
IPG(Contract)
NewYork
08.2025 - 12.2025
- Resolved inquiries and complaints for employee benefit programs, ensuring quick and courteous service.
- Updated and maintained vendor databases to support accurate benefits administration.
- Reconciled insurance invoices with finance, achieving precise payment processing.
- Led employee onboarding to improve understanding of benefits through clear communication.
- Maintained and updated vendor databases.
LEAVE ADMINISTRATOR
Services for the Undereserved (Contract)
New York City
04.2025 - 08.2025
- Acted as a primary contact for employee benefits inquiries, providing guidance on eligibility, available options, and application procedures.
- Managed the full lifecycle of employee benefits administration, processing requests and determining eligibility.
- Coordinated with HR, management, and external vendors on benefits accommodation, facilitating smooth return-to-work processes and addressing absence-related concerns.
- Utilized HRIS and related systems to monitor benefit usage, balances, and entitlements. Generate reports and analyze data to assess program performance and ensure regulatory compliance.
HR GENERALIST/BENEFITS COMPLIANCE
The Dermatology Specialists (Contract)
New York City
01.2025 - 03.2025
- Guided employees on benefits, enhancing satisfaction and ensuring compliance.
- 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 to uphold company standards.
- Oversaw unemployment claims, maintaining company standards and supporting employee rights.
- Streamlined benefits administration processes by resolving complex cases and improving documentation workflows.
- Facilitated employment verifications, ensuring accurate records.
BENEFITS ANALYST
ICONIQ Capital (Contract)
New York City
08.2024 - 12.2024
- 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.
- Facilitated open enrollment, resolving inquiries, and conducting thorough benefits audits.
- Led employee onboarding, enhancing understanding of benefits through effective communication.
- Streamlined benefits administration processes, managing comprehensive insurance plans and 401(k) programs while ensuring vendor compliance and maintaining accurate documentation for audit readiness.
BENEFITS SPECIALIST
DocGo
New York City
09.2023 - 05.2024
- Supported employees in navigating medical, dental, vision, life insurance, 401(k), and wellness plans to ensure comprehensive benefits understanding.
- Served as liaison between employees and vendors to resolve issues, answer questions, and manage appeals effectively.
- Acted as a liaison between employees and vendors regarding problems, questions, and appeals.
- Conducted benefit portion of new hire orientation.
- Resolved enrollment errors using Workday.
- Vendor relations and processing invoices for benefits offered.
- Provided clear, timely guidance on benefit-related issues to enhance employee understanding and satisfaction.
BENEFITS ADMINISTRATOR
Verisk (Contract)
Jersey City
12.2022 - 06.2023
- Processed NY/NJ FMLA claims and coordinated leave of absences to ensure compliance and support employee transitions.
- Assisted employees with medical/dental/vision/life insurance, 401(k), and wellness plans, enhancing overall employee satisfaction and well-being.
- Processed NY/NJ FMLA claims and coordinated leave of absences.
- Conducted benefit portion of new hire orientation.
- Resolved enrollment errors using PeopleSoft and Business Solver system.
- Managed vendor relations and processed invoices for benefits, ensuring timely delivery and accuracy of services.
- Worked on special projects and organized meetings.
BENEFITS ADMINISTRATOR
Teachers Retirement System (Contract)
New York City
10.2021 - 12.2022
- Liaised between employees and vendors to resolve problems, answer questions, and address appeals.
- Maintained and updated employee records, benefit files and created reports in excel.
- Prepared and organized information in both paper and digital formats.
- Provided benefit information to employees.
- Collaborated and maintained professional communication with the accounting department for payments and deductions for benefits.
- Provided timely guidance and clear communication on benefit-related issues to ensure employee understanding.
BENEFITS SPECIALIST
United Federation of Teachers (Contract)
New York City
11.2020 - 06.2021
- Ensured punctuality and attendance, strengthening team reliability.
- Guided members on benefits, increasing understanding and satisfaction.
- Addressed benefit issues promptly, improving client relations.
- Resolved benefit issues promptly, enhancing client relations.
- Collaborated with senior reps, resolving complex client concerns.
- Ensured punctuality and attendance, enhancing team reliability.
Education
BACHELOR OF ARTS - COMMUNICATIONS, PSYCHOLOGY
Rutgers University-Newark
Newark, NJ 08.2020 - 07.2026
HIGH SCHOOL DIPLOMA -
Hoboken Charter School
Hoboken, NJSkills
- Benefits Administration, FMLA, HRIS, Workday, PeopleSoft, Rippling, ADP Microsoft Office, Employee Relations, Benefits Compliance, Vendor Management, Client Service, Communication
- Effective communication
- Project management
- Data analysis
Timeline
BENEFITS PROJECT ANALYST
NJ Transit
01.2026 - Current
BENEFITS ADMINISTRATOR
IPG(Contract)
08.2025 - 12.2025
LEAVE ADMINISTRATOR
Services for the Undereserved (Contract)
04.2025 - 08.2025
HR GENERALIST/BENEFITS COMPLIANCE
The Dermatology Specialists (Contract)
01.2025 - 03.2025
BENEFITS ANALYST
ICONIQ Capital (Contract)
08.2024 - 12.2024
BENEFITS SPECIALIST
DocGo
09.2023 - 05.2024
BENEFITS ADMINISTRATOR
Verisk (Contract)
12.2022 - 06.2023
BENEFITS ADMINISTRATOR
Teachers Retirement System (Contract)
10.2021 - 12.2022
BENEFITS SPECIALIST
United Federation of Teachers (Contract)
11.2020 - 06.2021
BACHELOR OF ARTS - COMMUNICATIONS, PSYCHOLOGY
Rutgers University-Newark
08.2020 - 07.2026
HIGH SCHOOL DIPLOMA -
Hoboken Charter School