Sr. Recruiter at WithCoverage

<h2><strong>Sr. Recruiter</strong></h2> <p><strong>Location:</strong> New York, NY (Hudson Square, in office 4 to 5 days/week)</p> <p><strong>About </strong><a href="https://withcoverage.com/"><strong>WithCoverage</strong></a><strong>:</strong></p> <p><strong>WithCoverage replaces the traditional insurance brokerage with AI-supercharged risk management designed for the modern economy.&nbsp;</strong></p> <p>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.</p> <p>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.</p> <p>WithCoverage was founded by JD Ross (co-founder of Opendoor) and Max Brenner (Bain, Compound). <strong>We have raised over $43M from leading investors including Sequoia, 8VC, Khosla Ventures and Crystal Venture Partners.&nbsp;</strong></p> <p>Our ambition is not to build a better brokerage. It is to redefine how risk is managed across the economy.</p> <p><strong>Why Join Us:</strong></p> <ul> <li><strong>Grow Faster</strong> – We’re scaling quickly, giving you significant opportunities to learn, lead, and shape your career and the company's future.</li> <li><strong>Work That Matters</strong> – We protect the world’s most innovative brands: consumer icons, hospitality leaders, next-gen defense contractors, and US manufacturers.</li> <li><strong>Redefine an Industry</strong> – Insurance is one of the largest, slowest-moving markets. We rewrite the playbook with proprietary technology, automation, and AI.</li> <li><strong>Financial Rewards</strong> – 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.</li> </ul> <h3><strong>About The Role</strong></h3> <p>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.</p> <h3><strong>What You'll Do</strong></h3> <ul> <li>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</li> <li>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</li> <li>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</li> <li>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</li> <li>Manage and optimize candidate pipelines in Greenhouse, ensuring an exceptional candidate experience at every stage</li> <li>Design and run structured interview processes, including calibration sessions, interviewer training, feedback collection, and hiring decisions</li> <li>Serve as a brand ambassador for WithCoverage, translating our roadmap and mission into a compelling narrative for candidates</li> <li>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</li> <li>Build and refine recruiting processes, scorecards, SOPs, and best practices as the engineering org scales</li> <li>Mentor and raise the bar for other members of the Talent team as the function grows</li> </ul> <h3><strong>Who You Are</strong></h3> <ul> <li>5 to 10 years of full-cycle recruiting experience, with the majority spent in-house</li> <li>Experience at a startup or growth-stage company, ideally through a period of rapid scaling</li> <li>A proven track record of sourcing and closing passive, senior talent in a competitive market</li> <li>Comfortable and credible pitching equity, explaining how startup compensation works, and helping candidates evaluate offers</li> <li>A sourcer at heart: you enjoy the hunt and don't rely solely on inbound</li> <li>Hands-on experience with LinkedIn Recruiter, Greenhouse, Gem, and Juicebox (or comparable tools)</li> <li>Strong skillset fluency, enough to assess candidate profiles, hold credible conversations about roles, and earn the trust of candidates and leaders</li> <li>Able to manage multiple requisitions simultaneously in a fast-paced environment</li> <li>Strong stakeholder management skills with the ability to influence, advise, and push back with hiring managers and executives</li> <li>Data-driven and process-oriented, while still being scrappy and adaptable when the situation calls for it</li> <li>Passionate about building diverse, high-performing technical teams</li> </ul> <p><strong>Preferred (not required):</strong></p> <ul> <li>Recruiting experience within insurtech, fintech, or other regulated industries</li> <li>Experience hiring leadership (Manager, Director, or Head of level)</li> <li>Experience using AI or automation tools to improve sourcing or recruiting workflows</li> </ul> <h3><strong>Compensation</strong></h3> <p>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.</p> <p>In addition to cash compensation, WithCoverage offers full-time employees a comprehensive Total Rewards package that includes equity grants.</p> <h3><strong>What We Offer</strong></h3> <ul> <li>Competitive compensation that includes equity</li> <li>Comprehensive benefit plans for medical, dental, vision, life, and disability</li> <li>Pre-tax accounts (FSA, HSAs, dependent care FSAs, commuter savings)</li> <li>401(k) through Human Interest</li> <li>Time off: flexible time off, sick leave, family and medical leave, major national holidays</li> <li>A curated in-office employee experience, designed to foster community, team connections, and innovation</li> <li>A collaborative, transparent, and fun culture</li> </ul>