Benefits Advisory & Brokerage Specialist

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) plus equity

Commission: Uncapped commission structure on all benefits revenue generated

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.