Brand & Content Marketing Lead

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:

WithCoverage has 1,000+ customers and has built that entirely on word of mouth and events. Zero marketing spend. The product earns trust on its own. What we don't have yet is a brand — a clear, consistent story about who we are and why we win, expressed to every audience that matters.

This is our founding brand and content hire. You're not joining a marketing department — you're building it. That means you set the strategy, establish the voice, and create the systems that everything else runs on. The work you do in the first 12 months will define how the category sees us for years.

In insurance, people are buying the belief that we'll be there when something goes wrong. Your job is to make that belief credible and make WithCoverage the most interesting company in a category dominated by 100+ year-old incumbents. You'll define what people should think about us before they ever talk to us, and then make that show up everywhere: our founders' voices, our website, our content, our decks, our demos.

This is a senior role with a hands-on mandate. You own strategy and taste, but you also execute. You've done both brand and content marketing (genuinely different skills) and you're strong in both.

What You'll Do

• Own the core narrative. Figure out what people should believe about WithCoverage before they ever talk to us — something true to how we operate, unique enough that no competitor can claim it, and specific enough to be provably right or wrong. Translate that into how we show up to prospects, candidates, and enterprise buyers.
• Build founder voice. Max and JD don't have an established online presence yet. You'll define who they should be, what they talk about, and make them recognizable names in the category. Ghostwrite for them on X and LinkedIn in a voice that's distinctly theirs.
• Fix the website. The site needs attention — vertical landing pages built for specific audiences, customer proof embedded throughout, and a value story that's clear from the first scroll.
• Build the content engine. We have 1,000+ customers with real stories. Your job is to bring those to life — blog posts, case studies, customer stories — and distribute them deliberately across the website and social channels.
• Own social from zero. We have no social presence right now. You'll build it from scratch — a mix of written and video content that reflects the brand and earns attention in the category.
• Create the core assets. 1-pagers, pitch decks, leave-behinds — the materials that make sales easier and keep the brand coherent across every touchpoint.
• Get us into the conversation. PR, trade press, podcasts — figure out how we earn attention in the category beyond our own channels.
• Be the creative force that puts us on the map. We have an events team, a growth team, and a client base that loves us. Your job is to bring the creative vision that ties it all together — campaigns, partnerships, content moments, brand plays — and turn WithCoverage from a word-of-mouth secret into a household name in the market.

Who You Are

• 7+ years in brand, content, or product marketing — you've done real work across more than one of these, and it shows.
• Senior enough to own strategy and taste, hands-on enough to execute it yourself.
• You've built content engines and social strategies that move real metrics, not just impressions.
• You think in business outcomes: pipeline, conversion, perception, talent. Not likes.
• You understand how brands actually travel on the internet today — what distribution works and what doesn't.
• Ideally you've built a brand from near zero before. More importantly, you want to do it again.
• You get excited by the challenge of making a company in a traditionally stodgy industry feel like the most interesting place in the market.

For candidates based in the United States, the expected OTE pay range for this position at the start of employment is $200,000 – $300,000/year. Actual compensation will vary based on individual factors, including market location, relevant experience, and role scope. In addition to base salary, this role is eligible for variable compensation tied to performance or quota attainment, where applicable. WithCoverage’s Total Rewards package for full-time employees also includes equity participation and comprehensive benefits. If you’re excited about the role but your compensation expectations are outside this range, we’d still love to hear from you; final offers reflect experience, scope, and leveling.

What We Offer

• Competitive compensation including equity
• Flexible paid time off
• Comprehensive benefits: medical, dental, vision, life, and disability
• FSAs: Health Care and Dependent Care
• Commuter Savings Account
• 401(k) via Human Interest
• Paid holidays and family/medical leave
• Catered Friday lunches in-office
• Collaborative, transparent, and ambitious culture