Executive Assistant, Office of the CEO

Ladders; United States; Remote; USD 120,000 - 160,000; Full time

Benefits offered by this job

Health insurance

Dental coverage

Vision coverage

Paid parental leave

Generous PTO

401(k) or RRSP options

HSA contributions

Daily snacks and catered meals

Team-building activities

Tailored benefits by country

Job summary

Ladders is seeking an Executive Assistant to the CEO to provide high-level support, coordinating calendars, travel, and logistics for a fast-moving transportation leadership team.

The role emphasizes discretion, mature judgment, and proactive problem-solving, partnering with other EAs to strengthen the operating rhythm of the Office of the CEO.

Remote—US-based candidates only. Competitive compensation ranges and comprehensive benefits are offered.

Qualifications

• 5+ years supporting C-suite executives in an Office of the CEO structure.
• Excellent organizational and communication skills.
• Bachelor’s degree or equivalent professional experience.
• Strong calendar and travel logistics management.
• Ability to adapt and reprioritize in a fast-paced, ambiguous environment with mature judgment.
• Solid problem-solving skills for scheduling and operational workflows.
• Motivated by creating impact rather than seeking visibility.

Responsibilities

• Own the operational execution of complex scheduling, travel, and logistics for the CEO.
• Identify inefficiencies in calendar structure and propose improvements.
• Proactively resolve issues before they arise and track commitments.
• Flexibly cover time-zone shifts and step into support roles when needed.
• Collaborate with other executive assistants as the Office of the CEO evolves.
• Contribute to shaping the structure and practices of the Office of the CEO.
• Assist with special projects and handle sensitive information discreetly.

Skills

Executive support

Organizational skills

Communication

Calendar management

Travel logistics

Prioritization

Discretion

C-suite support

Education

Bachelor’s degree or equivalent experience

Job description

For our client, we are seeking an Executive Assistant, Office of the CEO to join the team of a leader in the Transportation space.

This role will provide high-level executive support within the Office of the CEO, with a focus on keeping priorities, schedules, and travel logistics running smoothly in a fast-moving environment. The position is designed for someone who can anticipate needs, protect the CEO’s time, and help strengthen the operating rhythm of a small but evolving executive support function. You will partner closely with other executive assistants and key stakeholders to improve coordination, solve problems quickly, and ensure commitments are tracked through to completion.

The ideal candidate brings mature judgment, strong discretion, and the ability to adapt as priorities shift. This is a highly visible operational support role where organization, responsiveness, and thoughtful execution will directly contribute to executive effectiveness.

Location: Remote - US based candidates only, no visa sponsorship available

Compensation: $120,000 – $160,000 annually

Responsibilities

• Own the operational execution of complex scheduling, travel, and logistics for the CEO.
• Identify inefficiencies in calendar structure and propose improvements.
• Proactively resolve issues before they arise and track commitments.
• Flexibly cover time-zone shifts and step into support roles when needed.
• Collaborate with other executive assistants as the Office of the CEO evolves.
• Contribute to shaping the structure and practices of the Office of the CEO.
• Assist with special projects and handle sensitive information discreetly.

Qualifications

• 5+ years supporting C-suite executives in a leading or contributing role within an Office of the CEO structure.
• Excellent organizational and communication skills.
• Bachelor’s degree or equivalent professional experience required.
• Strong understanding of complex calendar and travel logistics management.
• Ability to adapt and reprioritize in a fast-paced, ambiguous environment with mature judgment.
• Solid problem-solving skills for scheduling and operational workflows.
• Motivated by creating impact rather than seeking visibility.

Benefits

• Competitive compensation and equity awards.
• Health, dental, and vision coverage.
• Paid parental, medical, and family care leave.
• Generous PTO policy.
• Retirement savings plans including 401(k) or RRSP options.
• Health savings account contributions available.
• Daily drinks, snacks, and catered meals in-office.
• Regular team‑building activities and events.
• Tailored benefits based on country locations.

Our client is an equal opportunity employer. We encourage you to apply even if you don’t meet every qualification—your background could be exactly what this team needs.