Benefits Advisory & Brokerage Specialist
Warp
Location
New York
Employment Type
Full time
Location Type
On-site
Department
Customer Success
Compensation
- $130K – $170K • 0.1% – 0.2%
About Warp
Warp is an automated back-office platform for startups.
Warp lets you set up HR, payroll, and tax compliance for your team in just 10 mins. Using AI Agents, we automate all state tax registrations and filings, monitor for compliance across hundreds of tax jurisdictions, enabling founders to never waste time on HR ops ever again.
We have raised $24M from top investors like Y Combinator, A-Star, Elad Gil, Drew Houston (CEO, Dropbox), Arash Ferdowsi (CTO, Dropbox), Balajis, Kyle Vogt (CEO, Cruise Automation) and SV Angel.
Some of the fastest growing startups today already run on Warp. We are growing quickly, and are on track to be processing $1BN in payroll transactions annually by end of 2025. In this next phase, we have some amazing infra, engineering, product, and GTM opportunities ahead of us this year, and we are looking for exceptional members to join us for this adventure.
About The Role
We're building the end-to-end benefits experience that our customers deserve - done the Warp way. As our founding benefits specialist, you'll own the entire benefits journey - from the first quote to ongoing advisory.
This is a unique hybrid role: you'll be both an IC delivering exceptional benefits experiences to our customers today AND the architect of a benefits operation that will scale to thousands of companies tomorrow.
What You’ll Do
Partner with product to automate the experience: Work with product to build the quote-to-coverage flow that makes benefits as simple as our 10-minute payroll setup
Handle benefits operations: Handle benefits onboardings, answer questions, guide clients through renewals and plan changes - you'll be the trusted expert founders rely on to get benefits right
Build carrier and GA relationships: Establish and manage relationships with general agencies and carriers to secure better rates, faster quotes, and superior service
Create the playbook: Document and systematize the benefits advisory process, building the foundation for a scalable team
Scale the team: Within 6 months, hire and lead 1-2 benefits advisors as we grow from 100 to 500+ clients on in-house brokerage
What You Need
5-7 years managing benefits for startups or small businesses, preferably at a payroll company, benefits platform, or tech-forward brokerage
Active Life & Health insurance licenses (must have CA or NY, will support getting licensed in all 50 states)
Existing carrier and GA relationships - you should be able to get contracts signed within 30 days
Deep expertise in group health insurance - small group vs large group market dynamics, carrier negotiations, and renewal strategies
Experience managing 50-100+ group accounts with 95%+ retention rates
Experience with benefits technology platforms and API integrations
RevOps or Benefits Operations background - you understand both the revenue and systems side
Exceptional communication skills - you'll be the face of Warp benefits to our customers
Nice To Haves
Proven track record building benefits operations from scratch or scaling early-stage operations to $XM+ in annual commissions
Experience at Gusto, Rippling, SimplyInsured, Justworks, Zenefits, Namely or similar
Existing relationships with Ease, Idion, or other benefits infrastructure providers
Knowledge of COBRA, FSA/HSA administration, and state-specific compliance
Track record building and leading benefits teams
Understanding of startup and tech company benefits needs
Compensation
Base: $130,000 - $170,000 (based on experience and current book of business) Commission: Uncapped commission structure on all benefits revenue generated Equity: 0.1% - 0.2%
Note: We're open to discussing creative compensation structures that align long-term incentives, including higher commission splits, performance-based equity grants, or revenue share models.
Compensation Range: $130K - $170K