Executive Assistant (Insurance Tech)

Join our fast-paced insurance tech startup as an Executive Assistant. In this critical role, you will support our Co-CEO & Co-Founder by managing complex schedules, anticipating leadership needs, and streamlining operations. The ideal candidate is highly proactive, possesses impeccable judgment, and thrives in a fast-paced tech environment. This is not a passive administrative role; you will function as the CEO’s strategic partner, operational anchor, and trusted gatekeeper.

• Manage complex schedules, anticipate leadership needs, and streamline operations to maximize the Co-CEO’s time and impact.
• Coordinate end-to-end logistics for domestic and international travel, including flights, lodging, ground transportation, and detailed agendas.
• Prepare leaders for daily meetings, presentations, and board reviews by gathering briefing materials, tracking action items, and ensuring seamless execution.
• Relationship-Driven: Skilled at asking thoughtful questions to deeply understand each executive’s specific preferences, working style, and pain points to deliver highly tailored support
• The "Forward-Looking" Mindset: A proven track record of anticipating needs. You don't wait for instructions; you see a gap and fill it
• Detail & Execution Focused: Exceptionally detail-oriented with masterful organizational and prioritization skills; able to juggle competing priorities seamlessly
• Master Communicator: Possesses excellent written and verbal communication skills, with a white-glove, professional approach to interfacing with internal and external stakeholders (investors, clients, board members)
• Adaptable & Composed: Comfortable navigating ambiguity and thinking quickly on your feet while maintaining sound judgment and confidentiality
• Proactive Self-Starter: Highly resourceful with strong time-management skills and a supernatural ability to anticipate needs, act quickly, and stay steps ahead
• Collaborative: A team player who partners effectively across the leadership team, People team, and external partners
• Experienced Partner: 4+ years proven experience as an Executive Assistant supporting C-suite leaders or founders within a fast-paced startup or high-growth tech environment
• Pet friendly: Enjoy being around dogs and are happy to help support a dog-friendly office environment (including our Co-CEO’s dog)