Executive Assistant to CEO
Sure
Administration
Dallas, TX, USA
Posted on May 22, 2025
Join a leading insurtech company that is unlocking the potential of digital insurance to help everyone protect what matters most! Are you up for the challenge?
Founded in 2015, Sure is the fastest growing insurtech behind the world's most sophisticated digital insurance programs. Sure unlocks the power of digital insurance to enable brands and carriers to distribute insurance products quickly on its technology rails, reaching and engaging customers wherever they are on their journey. Our solutions provide a hassle free way to buy insurance anywhere, enabling our partners to make digital insurance accessible to all.
🤝 Culture is everything. Join an incredible team of smart, passionate, collaborative and driven individuals. We empower our teams and promote autonomy and independence wherever we can.
🌐 We are remote first. This role will be based in Dallas.
🏆 Strive for greatness. We’ve been named the13th Fastest Growing Company by Deloitte Technology Fast 500, an Inc. 5000 Fastest Growing Company in North America, a two-time Forbes Fintech 50 honoree, and a CNBC World’s Top Insurtech Company, among other accolades and recognitions.
💰 Funding. In October 2021, we raised $100M in our Series C with a $550M valuation.
We’re growing!
We are looking for an Executive Assistant to our CEO, who is calm, motivated and proactive with the ability to plan ahead and anticipate executive needs, actively maintain and manage projects and go above and beyond to streamline efficiency. Your team-oriented approach, keen attention to detail and outstanding project management skills will ensure your success in this role.
The role can be expanded for someone with historical office management skills. In particular, we are seeking someone experienced with modern productivity tools, tech savvy, and a history of management of 1-2 administrative team members. Ideally would love to find an Executive Assistant with project management capabilities having at least 7 years’ experience supporting executives and multiple internal parties.
This role requires Dallas area residency and includes a hybrid schedule including managing occasional client and team on-sites in the Turtle Creek area in Dallas and working from the CEO's office as needed (1-3 days a week.)
What you'll be doing
- As the Executive Assistant to our CEO, you'll be the strategic right hand who seamlessly manages complex business and personal logistics, coordinates high-stakes meetings and travel, and ensures our executive leadership operates at peak efficiency.
- Serve as the primary administrative and personal support partner to the CEO, managing both professional and personal priorities with discretion and efficiency
- Handle high-priority inquiries and requests with urgency, ensuring timely follow-through and successful completion under tight deadlines
- Execute routine administrative tasks including email correspondence, shipping coordination, and comprehensive mail management
- Proactively orchestrate the CEO's complex, ever-evolving calendar across multiple time zones and competing priorities
- Coordinate and organize a diverse range of engagements including board meetings, conference calls, client meetings, industry conferences, and networking events
- Manage both business and personal appointments, errands, and reservations with meticulous attention to detail
- Plan and execute comprehensive domestic and international business travel arrangements, including flights, ground transportation, and accommodations
- Create detailed electronic travel itineraries and ensure seamless travel experiences
- Handle conference registrations and professional event coordination in advance of deadlines
- Process and manage CEO expense reports with accuracy and timeliness
- Coordinate expense submissions with the Accounting team and maintain organized financial records
- Partner closely with executive assistants from client and customer organizations to coordinate joint meetings, travel arrangements, and event logistics
- Build and maintain professional relationships that facilitate smooth business operations
- Take an active leadership role in special projects and strategic initiatives as assigned
- Adapt quickly to additional responsibilities and changing business needs while maintaining high standards of execution
Executive Support & Administration
Calendar & Schedule Management
Travel Coordination & Logistics
Financial & Expense Management
Stakeholder Collaboration
Project Management & Special Assignments
What we're looking for:
- 7+ years as a Career Executive Assistant and/or Personal Assistant to C-level executive
- Must have extensive experience with calendar management and call coordination
- Experience with balancing both business and personal assistant responsibilities
- Experience in arranging business and personal travel and preparing travel itineraries
- Tech Savvy is a must - should be comfortable using tools like Slack, Google Calendar, Gmail, Zoom, travel booking sites, and must be comfortable learning new software such as Notion, Navan, and other tools used used across the organization.
- Demonstrates a positive, eager, can-do attitude that is matched with delivering desired results
- Excellent problem-solving capabilities with timely resolution demonstrating an awareness of knowing when to elevate concerns or issues
- General knowledge of the Dallas Metroplex area including restaurants, hotels, shopping areas, and event spaces, with an ability to build relationships and CEO preferences.
- Must take pride in work, with keen sense of quality control and attention to detail
- Ability to independently and proactively assist when needed
- Good written and research skills
- Experience maintaining confidentiality
What we do for you:
- Unlimited PTO… no really, we want you to take it!
- Mental Health Breaks - company provided meditation app and a weekly wellness hour
- WFH stipend to help you work your best while being remote
- Countless Medical, Dental and Vision plans … we are an insurtech company after all!
- Equity and 401K
- Generous parental leave
We are an equal opportunity employer and value diversity at our company. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.
For more information, visit https://www.sureapp.com/. Follow @SureHQ on Twitter, Facebook and Instagram.
Employment at Sure is contingent upon a satisfactory verification of a general and criminal background check and education and employment verification. Upon an offer of employment, all prospective employees may be required to complete an employment application. Any background verifications will be obtained with written consent from the individual.