WithCoverage

• Partner with Risk Advisors on assigned book of business, manage day-to-day service processes and outputs, support a variety of strategic, client-facing initiatives, and run point on each client’s renewal cycle, ensuring a positive and productive client experience. • Maintains effective and positive relationships with clients. Serves independently in a client-facing capacity on matters of moderate importance and complexity. • Facilitates the timely and accurate flow of information between clients, and Risk team members, keeping all parties informed. • Handles client open items lists and responds to client ad-hoc requests. • Gathers and analyzes data and drafts assigned elements of stewardship reports and other convincing presentations tailored to the needs of the audience and the circumstances of the presentation. • Actively supports and monitors the renewal process, engaging with account team members as necessary. May draft quote comparisons and is responsible for saving down binders, policies, and endorsements. • Receives and handles routine and sophisticated coverage inquiries. • Serves as key client liaison for items such as certificates, auto IDs, location additions, invoices, Worker’s Compensation posting notices, allocations, premium finance agreements, summaries of insurance, and policy transmittals. • Monitors and follows-up on invoice generation, fee agreements, receivables, and collections. Addresses and resolves problems. • Ensures tools are understood and used. Performs related duties as assigned.

Title: Business Development Representative Location: Salt Lake City, UT, and Denver, CO,Remote US Work Type:Remote, Hybrid Job Description: Location: These roles will be work-from-home, with a preference for Salt Lake City, UT, and Denver, CO, as we build out hubs in these cities. As these hubs grow, we plan to have our teams operate on a hybrid in-office structure as we open office spaces in the future. 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 $65,000 – $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

• Lead & Manage the BDR Team • Lead, coach, and develop a team of 5+ BDRs focused on high-quality outbound activity. • Set clear expectations around daily activity, meeting targets, and pipeline contribution. • Conduct regular 1:1s, call reviews, and performance coaching sessions. • Support hiring, onboarding, and ramping of new BDRs as the team grows. • Own Team & Individual Performance • Carry an individual quota alongside responsibility for your team’s collective quota. • Make high-volume outbound calls to book intro meetings with qualified prospects. • Monitor team performance metrics (calls, meetings set, conversion rates) and proactively address gaps. • Lead by example through strong execution, messaging, and objection handling. • Improve Process & Messaging • Collaborate with Growth and Sales leadership to refine outbound scripts, targeting, and ICP focus. • Identify patterns in successful outreach and turn them into repeatable best practices. • Use live prospect research to uncover relevant angles and teach reps how to do the same. • Participate in weekly performance reviews and contribute insights to improve outbound strategy.

• Own complex claims end-to-end across GL, Cyber, D&O, Property, and Marine/Cargo lines—triaging new matters, confirming coverage, coordinating carrier notices, and driving resolution strategies through to closure. • Serve as the primary client advocate, translating coverage and litigation issues into clear guidance, managing expectations, and aligning carriers, counsel, and vendors around the client’s best outcome. • Analyze and negotiate coverage positions, drafting demand and rebuttal letters, challenging denials, and securing optimal defense and indemnity contributions from insurers. • Oversee litigation and recovery efforts, ensuring defense and coverage counsel strategies align with policy recovery, and leading loss quantification for property, cyber, and other first-party claims. • Manage external partners and internal team members, setting standards for claims handling, mentoring analysts, and maintaining high-quality, audit-ready files and documentation. • Deliver insights and reporting through claims data, dashboards, and renewal narratives—identifying trends, coverage gaps, and opportunities to improve client programs and outcomes. • Continuously improve processes and tools, partnering with Operations and Product to streamline claims workflows, automate documentation, and enhance the client experience.

• Serve as the main point of contact for clients throughout the claims process, providing clear guidance and updates. • Evaluate policy coverage and advocate for the best possible outcomes for clients. • Challenge adjusters when necessary to ensure fair and timely settlements. • Proactively anticipate and present strategic solutions to clients for resolving claims. • Oversee the full lifecycle of claims, from initial report to final resolution. • Conduct new business claims audits for newly acquired clients. • Collaborate with insurers, underwriters, and external adjusters to negotiate claims settlements. • Facilitate client meetings, claims reviews, and carrier discussions to ensure alignment and transparency. • Maintain meticulous documentation of claims activity in our proprietary agency management system. • Educate clients on claims administration, coverage nuances, and proactive risk management. • Offer guidance on reducing claim exposure and improving policy language to prevent disputes. • Prepare and deliver quarterly claims reviews with key insights and recommendations. • Leverage technology to streamline claims handling, improving efficiency and accuracy. • Partner with product team to identify opportunities to enhance internal claims processes using tech-driven solutions. • Provide data-driven insights to clients on claims trends, risk mitigation strategies, and best practices.

• As an Engineer on the WithCoverage team, you will do more than just write code. You’ll own projects end-to-end – from scoping ideas to building, testing, and refining them with real users. • Develop and ship full-stack AI-driven projects from concept to production • Iterate on your projects with internal users until they're loved and adopted • Develop full-stack on a modern simple stack: Next.js + Tailwind 4, Express, Prisma GraphQL, Postgres, all deployed on Vercel and Render. Work with the latest LLM tools as they come out.

• Own the end-to-end recruiting lifecycle for roles across Sales, Growth, Product, Engineering, Risk, and other business-critical teams, from intake through offer and close • Partner closely with the Head of Talent and hiring managers to define hiring needs, role requirements, and ideal candidate profiles • Proactively source and engage candidates using LinkedIn Recruiter, Juicebox, and other creative sourcing strategies • Manage and optimize candidate pipelines in Greenhouse, ensuring an excellent candidate experience • Coordinate and drive interview processes, including scheduling, feedback collection, and decision-making • Act as a brand ambassador for WithCoverage, clearly communicating our mission, culture, and value proposition to candidates • Use Slack to collaborate cross-functionally and keep stakeholders informed throughout the hiring process • Track recruiting metrics and continuously improve hiring efficiency, quality, and speed • Support the evolution of recruiting processes and best practices as the company scales