Sr. Benefits Specialist

iSpot•Bellevue, WA

4d•Hybrid

About The Position

At iSpot, we are the pioneers of real-time TV ad measurement and attribution. We know that behind every cutting-edge data point is a human being driving that innovation. That's why our People Team treats employee care with the same precision and dedication we bring to our analytics. As our Senior Benefits Specialist, you will sit at the intersection of empathy and data, overseeing both our comprehensive benefits and our Leave of Absence (LOA) programs. We are looking for someone who loves the analytical challenge of negotiating plans, diving into data-driven audits, and mastering complex multi-state regulations, but who never loses sight of the why - supporting our people through life's big moments. Whether you are auditing a Form 5500 or guiding an employee through the nuances of parental or medical leave, your work ensures our team feels secure and valued. You will directly impact our culture of care, helping us support and retain the brilliant minds who are revolutionizing the future of media analytics.

Requirements

3–5 years of dedicated benefits administration experience, including direct experience managing, reviewing, and auditing plans, as well as hands-on management of Leave of Absence (LOA) programs.
Strong proficiency and hands-on experience with ADP (specifically Workforce Now) for benefits administration, leave tracking, and reporting.
Solid understanding of Form 5500 filings, benefits auditing processes, and federal/state regulations (ERISA, COBRA, HIPAA, FMLA, ADA, and state-paid family leave laws).
Experience managing benefits and varied leave compliance for employees spread across multiple states.
Bachelor's degree in Human Resources, Business Administration, or a related field (or equivalent practical experience).

Nice To Haves

Professional certifications such as CEBS (Certified Employee Benefit Specialist), CLMS (Certified Leave Management Specialist), PHR, or SHRM-CP.
Advanced Excel & Data Analytics: Strong capability with data analysis, pivot tables, audit reconciliation, and leave tracking to drive insights.
Strong communication and presentation skills, with the ability to explain complex benefit and leave concepts in simple, empathetic terms.
Experience working in a fast-paced tech or SaaS environment.

Responsibilities

Oversee the day-to-day administration of iSpot's comprehensive benefits portfolio, including medical, dental, vision, retirement (401k), wellness initiatives, and supplemental plans.
End-to-end management of all leave programs (FMLA, short-term/long-term disability, parental leave, state-mandated leaves, and ADA accommodations) from initial request and compliance tracking to successful return-to-work.
Lead the benefits onboarding experience for all new hires, ensuring a welcoming, clear, and comprehensive introduction to iSpot's total rewards from day one.
Serve as the primary, empathetic point of contact for daily employee inquiries, providing high-touch support for claims resolution, coverage details, and life event changes.
Partner closely with the Payroll team to perform monthly premium reconciliations, ensure accurate benefit deductions, resolve billing discrepancies, and maintain clean data between HRIS and carriers.
Provide analytical support during annual compensation review cycles, assisting with market data benchmarking, internal equity reviews, and salary band analysis.
Partner with brokers, insurance carriers, and third-party leave administrators to manage, review, and negotiate annual plan renewals and service agreements.
Lead annual benefit audits, non-discrimination testing, and the preparation/filing of Form 5500s to ensure strict compliance with ERISA, ACA, DOL, IRS, and state leave regulations.
Manage benefits compliance and varied leave-of-absence laws tailored to a diverse, multi-state workforce.
Utilize ADP Workforce Now to manage benefit enrollments, life events, deductions, leave tracking, and accurate data synchronization with carriers.
Lead the strategy, communication, and execution of the annual Open Enrollment process, creating clear, educational materials regarding benefits and leave policies.
Process new hire and termination equity in Carta to ensure a smooth onboarding/offboarding process.