---
title: 'Sr. Recruiter at WithCoverage'
canonical: 'https://feeny.ai/job/sr-recruiter-withcoverage-new-york-d35y06t9jtvg'
type: 'job'
last_seen: '2026-10-13'
---

# Sr. Recruiter at WithCoverage

- **Company:** WithCoverage
- **Location:** New York, NY
- **Posted:** 2026-09-28
- **Last confirmed live:** 2026-10-13
- **Apply:** https://job-boards.greenhouse.io/withcoverage/jobs/4423459009

## Job description

Sr. Recruiter

Location: New York, NY (Hudson Square, in office 4 to 5 days/week)

About [WithCoverage](https://withcoverage.com/):

WithCoverage replaces the traditional insurance brokerage with AI-supercharged risk management designed for the modern economy.

We partner with hundreds of high-growth, category-defining companies, including GoPuff, Eight Sleep, Bombas, Chomps, and Blank Street Coffee. Our clients span iconic consumer brands, hospitality leaders, GCs, advanced manufacturers, and next-generation defense contractors. They operate in complex risk environments and need a partner that can move at their speed.

Instead of a fragmented, manual brokerage stack, we have built a new category: elite risk advisors operating on top of proprietary technology. Our in-house Agency Management System gives our team and AI agents full visibility into policies, exposures, claims, billing, and commissions. This platform enables deep automation, better decisions, and a fundamentally higher standard of service.

WithCoverage was founded by JD Ross (co-founder of Opendoor) and Max Brenner (Bain, Compound). We have raised over $43M from leading investors including Sequoia, 8VC, Khosla Ventures and Crystal Venture Partners.

Our ambition is not to build a better brokerage. It is to redefine how risk is managed across the economy.

Why Join Us:

- Grow Faster – We’re scaling quickly, giving you significant opportunities to learn, lead, and shape your career and the company's future.
- Work That Matters – We protect the world’s most innovative brands: consumer icons, hospitality leaders, next-gen defense contractors, and US manufacturers.
- Redefine an Industry – Insurance is one of the largest, slowest-moving markets. We rewrite the playbook with proprietary technology, automation, and AI.
- Financial Rewards – We hire the best and invest in you. That means competitive comp, meaningful equity, and excellent benefits. We believe strongly in internal promotion and lay out a plan for everyone's career growth.

## About The Role

As a Sr. Recruiter, you will own full-cycle hiring for Sales, Growth, Product, Risk, and other critical functions. You'll act as a true talent partner to our leaders, bringing the judgment, market knowledge, and closing ability that comes from years of in-house recruiting at high-growth companies. You'll carry our most critical searches, including senior and leadership roles, while helping shape how hiring scales at WithCoverage.

## What You'll Do

- Own end-to-end recruiting for Sales, Growth, Product, Risk, and other business-critical teams, from intake through offer and close, including senior IC and leadership searches
- Serve as a strategic advisor to the Head of Talent and hiring managers on role design, leveling, compensation, and ideal candidate profiles, pushing back with market data when needed
- Lead proactive, creative sourcing of passive talent using LinkedIn Recruiter, GitHub, Gem, Juicebox, and your own networks, with a focus on candidates from top startups and growth-stage companies
- Pitch and close candidates with confidence, including walking candidates through startup equity (options, vesting, strike price, and how to think about upside) and navigating competing offers
- Manage and optimize candidate pipelines in Greenhouse, ensuring an exceptional candidate experience at every stage
- Design and run structured interview processes, including calibration sessions, interviewer training, feedback collection, and hiring decisions
- Serve as a brand ambassador for WithCoverage, translating our roadmap and mission into a compelling narrative for candidates
- Track and report on recruiting metrics (time-to-fill, pass-through rates, offer acceptance rate, pipeline health), and use them to drive improvements in hiring quality and speed
- Build and refine recruiting processes, scorecards, SOPs, and best practices as the engineering org scales
- Mentor and raise the bar for other members of the Talent team as the function grows

## Who You Are

- 5 to 10 years of full-cycle recruiting experience, with the majority spent in-house
- Experience at a startup or growth-stage company, ideally through a period of rapid scaling
- A proven track record of sourcing and closing passive, senior talent in a competitive market
- Comfortable and credible pitching equity, explaining how startup compensation works, and helping candidates evaluate offers
- A sourcer at heart: you enjoy the hunt and don't rely solely on inbound
- Hands-on experience with LinkedIn Recruiter, Greenhouse, Gem, and Juicebox (or comparable tools)
- Strong skillset fluency, enough to assess candidate profiles, hold credible conversations about roles, and earn the trust of candidates and leaders
- Able to manage multiple requisitions simultaneously in a fast-paced environment
- Strong stakeholder management skills with the ability to influence, advise, and push back with hiring managers and executives
- Data-driven and process-oriented, while still being scrappy and adaptable when the situation calls for it
- Passionate about building diverse, high-performing technical teams

Preferred (not required):

- Recruiting experience within insurtech, fintech, or other regulated industries
- Experience hiring leadership (Manager, Director, or Head of level)
- Experience using AI or automation tools to improve sourcing or recruiting workflows

## Compensation

This role will be expected to be in our Hudson Square office in NYC 4 to 5 days/week. For candidates based in New York City, the pay range for this position at the start of employment is expected to be between $140,000 and $170,000/year. Your exact offer may vary depending on multiple individualized factors, including job-related knowledge, skills, and experience. Total compensation for this position may also include equity, an annual bonus, and employee benefits.

In addition to cash compensation, WithCoverage offers full-time employees a comprehensive Total Rewards package that includes equity grants.

## What We Offer

- Competitive compensation that includes equity
- Comprehensive benefit plans for medical, dental, vision, life, and disability
- Pre-tax accounts (FSA, HSAs, dependent care FSAs, commuter savings)
- 401(k) through Human Interest
- Time off: flexible time off, sick leave, family and medical leave, major national holidays
- A curated in-office employee experience, designed to foster community, team connections, and innovation
- A collaborative, transparent, and fun culture

## About WithCoverage

## Company Overview
- **One-liner**: WithCoverage provides a modern risk management solution for ambitious businesses, combining an expert team of insurance attorneys and advisors with an AI-powered digital platform to optimize coverage, reduce costs, and manage claims.
- **Entity Type**: Private (Series B – raised $42M in January 2026)
- **Headquarters**: New York, New York, United States
- **Founded**: 2023
- **Founders**: Max Brenner (Co-Founder & CEO), JD Ross (Co-Founder)

## Core Business
- **Primary industry**: Insurance brokerage / risk management
- **Target customers**: B2B – ambitious, scaling businesses (startups, growth-stage companies, enterprises) that lack an in-house risk management team
- **Mission**: Set a new standard for the insurance brokerage industry by delivering transparent, technology-driven, and proactive risk management.

## Products & Services
- **Risk Management Platform (Digital Dashboard)**: A single platform to view and manage all policies, certificates of insurance (COIs), claims tracking, and coverage details – replacing PDFs and spreadsheets.
- **AI-Powered Analysis**: AI analyzes policies, compares coverage, and makes recommendations to improve protection and drive premium savings.
- **Risk Advisory & Claims Team**: A dedicated team of insurance experts and attorneys who develop a tailored risk management plan, handle claims end-to-end, and proactively implement loss prevention strategies.
- **Digital Applications & Certificates of Insurance**: Streamlined application process and automated COI issuance.

## Market Standing
- **Valuation/Market Cap**: Not disclosed
- **Key Metric**: Total funding raised – $42M (Series B, January 2026)
- **Notable Investors/Partners**: Sequoia Capital, Khosla Ventures, 8VC, Crystal Venture Partners, Night Ventures (and others per CBInsights). Clients include GoPuff, Chomps, Hungryroot, Blank Street, Bombas, Eight Sleep, Bluestone Lane, Salt & Straw, Kitsch, Happy Dad, Elephante.
- **Growth Signals**: Founded in 2023, raised $42M Series B within ~3 years; headcount of 71 employees (LinkedIn, mid-2026); active hiring with 16+ open positions; offices in New York, Austin, San Francisco, Chicago, Philadelphia, Salt Lake City.

## Competitive Advantages
- **Expertise + Technology**: Combines a team of insurance attorneys and risk advisors with an AI platform – unlike traditional brokers who rely solely on manual processes.
- **Transparency & Alignment**: Incentives aligned with client savings; proactive claims handling and coverage improvements.
- **Scalable Solution**: Designed for businesses that lack an internal risk management function, offering a white-glove service that scales with growth.
- **Modern Experience**: Digital-first platform replaces opaque, document-heavy insurance management.

## Strategic Focus
- **Disrupting traditional insurance brokerage** by targeting ambitious companies that are underserved by legacy brokers.
- **Scaling the team** across engineering, sales, risk advisory, and partnerships to support rapid growth.
- **Expanding geographic presence** with multiple US offices and remote roles.
- **Deepening AI capabilities** to further automate policy analysis and risk recommendations.

## Why Work Here
- **Culture**: Fast-paced, mission-driven environment focused on innovation in a legacy industry. Team includes insurance experts, software engineers, product designers, business operators, and attorneys.
- **Work Model**: Hybrid with multiple office hubs (New York, Austin, San Francisco, Chicago, Philadelphia, Salt Lake City) and some fully remote roles (e.g., BDR Manager, Claims Support Specialist).
- **Notable Perks**: Opportunity to define the future of risk management; work with a well-funded, early-stage company backed by top-tier VCs; hands-on impact from day one.
- **Engineering Culture**: Emphasis on building an AI-native platform; roles like “Member of Technical Staff” and “Software Engineer – Product” indicate a strong product-engineering collaboration.

## Sources
1. [withcoverage.com](https://withcoverage.com/)
2. [greenhouse.io](https://job-boards.greenhouse.io/withcoverage)
3. [cbinsights.com](https://www.cbinsights.com/company/with-coverage)
4. [linkedin.com](https://www.linkedin.com/company/withcoverage)

## Other roles at WithCoverage

- [Marketing Ops Associate](https://feeny.ai/job/marketing-ops-associate-withcoverage-new-york-z3trr71994vz) — New York, NY
- [VP, Growth](https://feeny.ai/job/vp-growth-withcoverage-new-york-8vsaq9m0tywr) — New York, NY
- [Product Manager](https://feeny.ai/job/product-manager-withcoverage-new-york-y2w7x4m2gdsg) — New York, NY
- [Member of Technical Staff - Automation Specialist](https://feeny.ai/job/member-of-technical-staff-automation-specialist-withcoverage-new-york-q7bs9jtw2x6h) — New York, NY
- [Forward Deployed Engineer, Growth](https://feeny.ai/job/forward-deployed-engineer-growth-withcoverage-new-york-ghvxzcrker9m) — New York, NY
- [Claims Manager](https://feeny.ai/job/claims-manager-withcoverage-remote-ynexmmqxbqbt)
- [Claims Paralegal](https://feeny.ai/job/claims-paralegal-withcoverage-remote-n04nqfy22ma9)
- [Executive Assistant](https://feeny.ai/job/executive-assistant-withcoverage-new-york-vrx1hte6jz0n) — New York, NY
- [Director of Accounting](https://feeny.ai/job/director-of-accounting-withcoverage-new-york-y9fyjxs56ntz) — New York, NY
- [Business Operations Lead](https://feeny.ai/job/business-operations-lead-withcoverage-new-york-zry0bfb9sy29) — New York, NY