Executive Assistant (Insurance Tech)
About The Position
The Executive Assistant will play a critical role as a strategic partner to our Co-CEO & Co-Founder. In this role, you will act as a force multiplier, managing complex schedules, anticipating leadership needs, and streamlining operations to maximize our Co-CEO’s time and impact. The ideal candidate is highly proactive, possesses impeccable judgment, and thrives behind the scenes in a fast-paced tech environment. This is not a passive, reactive administrative role. The ideal candidate functions as the CEO’s strategic partner, operational anchor, and trusted gatekeeper. You don't just manage the day; you look weeks and months ahead to anticipate bottlenecks, spot potential issues, and engineer solutions before they ever reach the CEO’s desk. If you bring a white-glove approach to executive support, excel at project coordination, and maintain total discretion, we would love to speak with you.
Requirements
- 4+ years proven experience as an Executive Assistant supporting C-suite leaders or founders within a fast-paced startup or high-growth tech environment.
- A proven track record of anticipating needs. You don't wait for instructions; you see a gap and fill it.
- Highly resourceful with strong time-management skills and a supernatural ability to anticipate needs, act quickly, and stay steps ahead.
- Exceptionally detail-oriented with masterful organizational and prioritization skills; able to juggle competing priorities seamlessly.
- Comfortable navigating ambiguity and thinking quickly on your feet while maintaining sound judgment and confidentiality.
- Possesses excellent written and verbal communication skills, with a white-glove, professional approach to interfacing with internal and external stakeholders (investors, clients, board members).
- Skilled at asking thoughtful questions to deeply understand each executive’s specific preferences, working style, and pain points to deliver highly tailored support.
- A team player who partners effectively across the leadership team, People team, and external partners.
- Enjoy being around dogs and are happy to help support a dog-friendly office environment (including our Co-CEO’s dog).
Responsibilities
- Own complex calendar management for C-suite leaders, strategically prioritizing requests, resolving conflicts, and protecting executives’ focus time.
- End-to-end coordination of complex domestic and international travel itineraries, including flights, lodging, ground transportation, and detailed agendas.
- Take full ownership of monthly expense tracking, reconciliation, invoice processing, and associated administrative reporting for leadership.
- Prepare leaders for daily meetings, presentations, and board reviews by gathering briefing materials, tracking action items, and ensuring seamless execution.
- Manage external correspondence with high professionalism and discretion.
- Partner with leadership on ad hoc projects, which may include coordinating executive leadership offsites, board dinners, or high-priority team logistics.
- Partner closely with the People and Finance teams to align leadership schedules with company-wide initiatives, internal milestones, and strategic hiring needs.
- Own company Town Hall logistics, send weekly sales recaps, sit in on internal meetings, take notes, keep team informed.
Benefits
- Medical, dental, vision, short & long-term disability, life insurance and AD&D, and 401k matching.
- Additional family, wellness, and pet benefits.
- Paid time off and sick leave
- 100% paid parental leave (16 weeks for primary caregivers and 12 weeks for secondary caregivers).
- Flexible schedule for new parents returning to work.
- Catered lunches, happy hours
- $1,000/year for each employee for professional development
- Opportunities for tuition reimbursement.
Stand Out From the Crowd
Upload your resume and get instant feedback on how well it matches this job.
What This Job Offers
Job Type
Full-time
Career Level
Executive
Education Level
No Education Listed
