Benefits Specialist

Visterra Landscape Group•Rosemont, IL

8d•$80,000 - $85,000•Onsite

About The Position

The Benefits Specialist is a key member of the Human Resources team and is responsible for supporting the day-to-day administration of employee benefits programs across Visterra Landscape Group and its partner companies. This role serves as a primary point of contact for benefits-related questions, enrollments, eligibility changes, life event updates, and employee support. This position plays a highly visible, employee-facing role, requiring frequent on-site travel to support open enrollments, acquisitions, and employee engagement initiatives, including wellness programs. The Benefits Specialist partners closely with HR, Payroll, external vendors, brokers, and the Total Rewards Manager to ensure accurate, compliant, and timely benefits administration while delivering a positive employee experience.

Requirements

Bilingual in English and Spanish
2–4 years of experience in benefits administration, HR operations, payroll, or a related HR function
Hands-on experience administering health and welfare benefits, including enrollments, eligibility changes, and employee support
Experience with benefits bill reconciliation
Ability and willingness to travel 50–60% to field locations and partner companies
Strong understanding of benefits eligibility rules, deductions, and employee communications
High attention to detail with the ability to manage sensitive and confidential information
Excellent customer service, communication, and interpersonal skills

Nice To Haves

Bachelor’s degree in Human Resources, Business, or a related field
Experience facilitating onsite open enrollment meetings or employee group presentations
Experience supporting benefits integration during company acquisitions
Familiarity with HRIS and payroll systems (ADP or similar platforms preferred)
Working knowledge of COBRA, ACA, and general benefits compliance requirements
Experience supporting or coordinating wellness programs or employee engagement initiatives

Responsibilities

Administer employee benefits programs, including enrollments, life events, eligibility changes, and terminations
Serve as the primary point of contact for employee benefits questions and support
Ensure accurate benefit deductions, system updates, audits, and benefits bill reconciliation
Lead and facilitate onsite open enrollment sessions annually and for newly acquired companies, including employee education and presentations in English and Spanish
Partner with HR, Payroll, brokers, and vendors to ensure compliant and effective benefits administration
Support company-wide wellness initiatives, including creating and promoting wellness challenges and engagement programs
Travel 50–60% to company locations to support enrollments, acquisitions, and employee engagement efforts