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
Skills Required
- Confident, clear phone communicator
- Prior experience in cold calling, outbound sales, or appointment setting
- High energy, self-motivated, comfortable working independently in a remote environment
- Coachable, resilient, and eager to succeed in a performance-driven role
- Ability to execute scripts, handle objections, and coordinate calls end-to-end
- Work schedule Monday to Friday, 9am - 5pm EST
What We Do
The insurance brokerage industry is ready for a new standard: ambitious businesses often overpay for insurance, are inadequately protected, and are left with a non-transparent, disorganized experience. Most businesses don’t have an in-house Risk Management Team. That’s where we come in. WithCoverage provides ambitious businesses with a Modern Risk Management Solution. An expert team and powerful technology – designed to protect you today and as you scale. A few of our clients include: GoPuff, Chomps, Hungryroot, Blank Street, Bombas, Eight Sleep, Bluestone Lane, Salt & Straw, Kitsch, Happy Dad, and Elephante.
