Backed by Sequoia.
About the role
As our Executive Assistant, you will work directly with our co-founders. This is an opportunity to work alongside individuals who are driven by excellence and a passion for technology. The ideal candidate is a team player with exceptional communication skills, meticulous attention to detail and creative problem-solving skills. This role requires the ability to juggle competing responsibilities while prioritizing.
What they're looking for
- 5+ years supporting senior executives , ideally multiple at once, in a fast-paced and ambiguous environment
- Exceptionally detail-oriented. You catch the wrong time zone, the misspelled name, the flight that connects too tightly. Details are not a task for you, they are a reflex
- A strong communicator , written and verbal. You write clearly and quickly, and you adapt your tone whether you're emailing a board member, a client's CFO, or a candidate
- Discreet and trustworthy. You have a high degree of integrity around confidential and sensitive information, and sound judgment about what to share, with whom, and when
- Proactive and resourceful. You do not wait to be asked. You identify what needs doing, propose a solution, and close the loop
- Calm under pressure and resilient. Priorities change, meetings collapse, flights get canceled, you re-plan without drama
More about this role
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...
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