Benefits Product Specialist

Nayya•New York, NY

12d•$130,000 - $190,000•Hybrid

About The Position

Founded in 2019, Nayya is on a mission to connect people’s most important information, so they can thrive in their health and wealth. Powered by AI and advanced analytics, Nayya’s platform transforms complex benefits experiences into intuitive, seamless, and ongoing interactions—meeting people's real world needs. As a trusted platform and partner to leading employers, benefits solutions, and HR tech providers, Nayya unlocks long-term value through helping employees live more resilient lives. Backed by strategic investors like ICONIQ, Felicis Ventures, SemperVirens, Workday Ventures, MetLife Nextgen Ventures, and ADP Ventures, Nayya is ushering in the future of health and wealth for all. Nayya is building the future of employee benefits — ensuring smarter, more personal, and genuinely useful benefits experiences for millions of people every year. We're looking for a Benefits Product Specialist to sit at the intersection of deep industry expertise and product innovation. This isn't a traditional role. You'll be the benefits domain authority for our product and engineering teams — the person who can answer the hard questions about self-insured plan mechanics at 10am and review a prototype for a new benefits recommendation flow at 2pm. You'll cut through the noise, accelerate product development, and help the team build things that are genuinely right for employers and employees. If you've spent years in benefits consulting, brokerage, HR, or insurtech — and you're ready to bring that expertise into a fast-moving product environment — this role was designed for you.

Requirements

Benefits Expertise (Required)
3–8 + years of experience in employee benefits — consulting, brokerage, carrier, TPA, HR, or benefits technology
Genuine fluency in the fundamentals: fully insured vs. self-insured, stop-loss (specific and aggregate), underwriting, claims data, plan design, COBRA, FSA/HSA/HRA, and EOB interpretation
Familiarity with how employers actually make benefits decisions — renewal cycles, broker relationships, plan benchmarking, and the role of the CFO vs. HR in those conversations
Comfort with the messiness of real-world benefits data — inconsistent carrier feeds, plan mapping challenges, formulary changes, and network nuances
Product & Technology Sensibility (Required)
Experience working in or alongside a product or technology team — whether as a technical PM, a benefits tech implementation lead, or a consultant who's done deep work with HR/benefits platforms
Ability to translate domain expertise into crisp, actionable requirements that engineers can build from
Self-starter mentality: you're comfortable making judgment calls, driving toward clarity, and operating with ambiguity
Demonstrated use of AI tools in your workflow — ChatGPT, Claude, Copilot, Cursor, or similar — and genuine curiosity about where they're headed

Nice To Haves

Experience writing code or working in a technical capacity (even lightly) — Python, SQL, or prompt engineering all count
Prior experience at a benefits technology company (Businessolver, bswift, Benefitfocus, League, etc.) or at a large brokerage / consultancy (Aon, Mercer, WTW, Lockton, etc.)
Familiarity with how LLMs work and where they break down — enough to evaluate AI-generated benefits content critically
CEBS, GBA, or other benefits credentials

Responsibilities

Be the Benefits Brain Trust
Serve as the internal subject matter expert on employee benefits for product, engineering, and design — fielding questions ranging from "how does stop-loss work" to "what does a TPA actually do with this data"
Build and maintain living documentation on benefits concepts, plan mechanics, and industry norms so the team doesn't have to re-research the same ground
Review product specs, user flows, and engineering designs for benefits accuracy and flag gaps before they become expensive mistakes
Accelerate Product Development
Work directly with PMs and engineers to translate benefits complexity into clear, actionable product requirements
Own benefits research so the team can move faster — no more engineers Googling "what is an embedded deductible" mid-sprint
Help define the "right" answer on ambiguous benefits questions where there isn't one standard, and give the team the confidence to ship
Prototype & Innovate with AI
Build and iterate on benefits-related prototypes using AI tools — you don't need to write production code, but you should be comfortable in a low-code / AI-assisted development environment
Identify opportunities where AI can improve how employees understand, select, and use their benefits — and bring those ideas to the table with enough specificity to act on
Stay current on how LLMs and AI tools are reshaping benefits delivery and bring that perspective to Nayya's roadmap
Mentor & Elevate the Team
Run informal benefits education sessions for product, engineering, and sales teams
Help onboard new team members on the fundamentals — and the nuances — of how employer benefits actually work
Be a resource for customer-facing teams navigating complex employer or member questions