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.

Role & 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

What We're Looking For

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 Have

• 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

We know this is a specific profile. Here's what we're really looking for underneath the resume:

• You've been the person colleagues come to when a benefits question stumps the room — and you actually enjoy that
• You get frustrated when technology gets benefits wrong, and you have opinions about how to fix it
• You've played with AI tools enough to have a real point of view — not just "it's cool" but "here's how it could change how employees engage with their benefits"
• You're ready to leave the comfort of a pure consulting or brokerage role and take ownership in a product environment where your work ships to real users
• You can talk credibly to a CFO about self-insured risk and then turn around and give an engineer a precise data spec — in the same day

The salary range for New York based candidates for this role is $130,000- $190,000, commensurate with the broad range of experience for this position. We use a location factor to adjust this range for candidates that are located outside of geographic region of our New York office. Placement within the salary band is determined based on experience.

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