About the role
Business Development Representative Location: New York, NY About WithCoverage: 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 Business Development Representative (BDR), your primary responsibility is to drive top-of-funnel activity by booking calls with qualified prospects. You'll be the first voice many of our future clients hear, reaching out via cold calls to introduce WithCoverage and spark interest. This is a high-output, high-impact role where success is measured by conversations started and meetings set. You’ll be equipped with a strong list of pre-qualified leads and supported by a collaborative growth team that’s focused on results. High performers in this role will have the opportunity to advance into closing or managerial positions over time. Schedule: Monday to Friday, 9am – 5pm EST (weekends off). What You’ll Do:
Make high-volume cold calls daily to pre-qualified prospects to schedule intro calls with potential clients. Own the outreach process end-to-end, including script execution, objection handling, and call coordination with the Growth team. Use quick, live research to find meaningful angles that connect with each prospect during calls. Collaborate with team members to refine messaging, targeting strategies, and outreach best practices. Participate in weekly reviews to track progress against meeting goals and improve performance.
Who You Are:
Confident, clear phone communicator: you enjoy being on the phone and know how to keep people engaged. Prior experience in cold calling, outbound sales, or appointment setting is highly preferred. High energy, self-motivated, and comfortable working independently in a remote environment. Coachable, resilient, and eager to succeed in a performance-driven role.
For candidates based in the United States, the pay range for this position at the start of employment is expected to be between $75,000 – $120,000/year. Your exact offer may vary depending on multiple individualized factors, including market location, job-related knowledge, skills, and experience. Total compensation for this position may also include equity, quota incentives (for sales roles), and employee benefits. What We Offer:
Competitive compensation that may include equity Flexible paid time off Comprehensive benefit plans for medical, dental, vision, life, and disability Flexible Spending Accounts (FSAs): Health Care FSA and Dependent Care FSA Commuter Savings Account Human Interest: 401(k) provider Time Off: Sick Leave, Family and Medical Leave, Flexible Time Off Paid Holidays: Observance of all major national holidays A curated in-office employee experience, designed to foster community, team connections, and innovation, that also includes catered lunches in the office on Fridays for in-office workers Collaborative, transparent, and fun culture
About WithCoverage
WithCoverage is redefining risk management for the modern economy. Founded by JD Ross (co-founder of Opendoor) and Max Brenner (Bain, Compound), WithCoverage replaces the traditional insurance brokerage with an AI-supercharged risk management solution designed for ambitious, high-growth businesses.
The insurance brokerage industry has long left businesses overpaying for coverage, inadequately protected, and stuck with a non-transparent, disorganized experience. WithCoverage changes that by combining an elite team of risk advisors, attorneys, and claims professionals with proprietary technology to deliver a holistic, continuous risk management service.
WithCoverage partners with hundreds of category-defining companies including GoPuff, Eight Sleep, Bombas, Chomps, Blank Street Coffee, Hungryroot, Salt & Straw, and Happy Dad. Clients span iconic consumer brands, hospitality leaders, general contractors, advanced manufacturers, and next-generation defense contractors operating in complex risk environments.
Backed by over $43M from Sequoia, 8VC, Khosla Ventures, and Crystal Venture Partners, WithCoverage's ambition is not to build a better brokerage — it's to redefine how risk is managed across the economy.
The company operates as a subject matter expert across multiple verticals including CPG, restaurants, hospitality, technology, construction, manufacturing, transportation, private equity, and real estate — with plans to expand into medical and data centers.
Unlike traditional brokers who operate as generalists and only show up at renewal time, WithCoverage provides a continuous service where clients pay a flat fee based on the complexity of their business and gain access to attorneys, claims professionals, risk advisors, and an AI-powered platform — all on a single engagement.
Other roles at WithCoverage
Refer someone
Know someone great for this role?
Share your link. If they get hired through Standout, you get $3,000.
Job details
Salary
$75,000 - $120,000
Location
New York, NY
Funding
Total raised
$42M
Last stage
Series B
Investors
What happens next.
No applications, no recruiter spam. Just the intro.
Confirm the fit
A few questions to make sure this role is the right shape for you. Two minutes.
I pitch you to the company
I write the intro, send it to the founder, and handle the back-and-forth.
A meeting lands on your calendar
If they’re a yes, I book the chat. You show up — that’s the whole job-hunt.
