Executive Assistant, CTO

About the role

We are seeking a dynamic Executive Assistant to join our EA team in supporting our Chief Technology Officer. The ideal candidate thrives in creative, fast-paced environments. This role requires both strategic thinking and tactical execution, serving as a trusted right-hand partner who demonstrates exceptional judgment across diverse situations.

The successful candidate will possess excellent written and verbal communication skills, strong administrative and organizational capabilities, and the ability to prioritize multiple competing demands effectively. We're looking for a proactive professional who takes initiative, anticipates needs, and consistently stays ahead of their executive's requirements while maintaining the agility to adapt in our rapidly evolving environment.

What you’ll do

• Tactically, you’ll: 
• Manage calendar, appointments, and travel arrangements for the CTO
• Track and organize communications, presentations, and other documentation for efficient collaboration
• Lead the organization and implementation of events, including off-sites, kickoffs, and more
• Maintain a realistic balance among multiple priorities, demonstrating the ability to adapt and prioritize in a dynamic environment
• Develop lasting relationships with internal and external stakeholders to enhance collaboration and streamline communication
• Process expense reports, monitor meeting and event costs, manage department corporate card, and assist with procurement processing for Engineering org expenses
• Help with special projects (ie. Hack Week, Intern Program, etc) 
• Strategically, you’ll:
• Master of Organization - juggle competing priorities, keep tight schedules, and anticipate needs before they arise
• Proactive & Solutions-Oriented -strong written and verbal communication skills, with a knack for high-level correspondence and creating presentations

What you bring

• 6+ years of direct executive assistant experience with a proven track record of supporting C-level executives. Previous experience at a tech company/startup and supporting Technology organizations is highly preferred
• High Emotional Intelligence: Critical for managing stakeholder relationships and representing leadership. Strong interpersonal skills and the ability to build relationships with stakeholders, including staff and external partners 
• Operational Excellence: Tech-Savvy & Adaptable 
  • Superior understanding and experience using Gmail, Google Docs, Sheets, and Slides
  • Proven effective written and verbal communication skills - able to simplify complex topics in a friendly and approachable manner
  • Strong organizational skills, reflecting the ability to prioritize multiple tasks seamlessly with attention to detail
• Can-Do Mindset - perfect for startup environments where roles are fluid
• Passion for Mission - shows genuine investment beyond just completing tasks

What you’ll get

• A fast-paced and collaborative environment
• Learning and development allowance
• Competitive cash and equity compensation and opportunity for advancement
• 100% medical, dental, and vision coverage
• Up to $25K reimbursement for fertility, adoption, and parental planning services
• Flexible PTO policy
• Monthly wellness stipend, home office stipend

At Checkr, we believe a hybrid work environment strengthens collaboration, drives innovation, and encourages connection. Our hub locations are Denver, CO, San Francisco, CA, and Santiago, Chile. Individuals are expected to work from the office 2 to 3 days a week. Starting January 2026, hub-based employees will be expected to work from the office 3 days per week. In-office perks are provided, such as lunch four times a week, a commuter stipend, and an abundance of snacks and beverages.

One of Checkr’s core values is Transparency. To live by that value, we’ve made the decision to disclose salary ranges in all of our job postings. We use geographic cost of labor as an input to develop ranges for our roles and as such, each location where we hire may have a different range. If this role is remote, we have listed the top to the bottom of the possible range, but we will specify the target range for an exact location when you are selected for a recruiting discussion. For more information on our compensation philosophy, see our website.

The base salary range for this role is $119,000 to $140,000 in San Francisco, CA.

Equal Employment Opportunities at Checkr

Checkr is committed to building the best product and company, which requires hiring talented and qualified individuals with a diverse set of perspectives and lived experiences. Checkr believes in hiring people of all backgrounds, including those whose histories are impacted by the justice system in accordance with local, state, and/or federal laws, including the San Francisco’s Fair Chance Ordinance.