Senior Executive Assistant: KinderCare is Hiring Remote

KinderCare Learning Companies, the first and only early childhood education provider recognized with the Gallup Exceptional Workplace Award, is offering an exceptional remote job opportunity for a Senior Executive Assistant. This position allows you to provide high-level administrative and strategic support to senior executives while working remotely from Oregon, using your skills to support an organization that shapes the future for children, families, and communities nationwide.

In this role, you’ll serve as a trusted partner and extension of leadership, managing complex calendars, communications, and cross-functional projects while exercising the highest level of discretion and professionalism. You’ll anticipate executive needs, drive operational efficiency, and ensure senior leaders stay focused on the highest-priority initiatives that advance KinderCare’s mission of delivering exceptional early education. Your work will directly support teams that operate more than 2,000 sites across 40 states, helping bring high-quality child care to families from coast to coast.

The ideal candidate brings 8+ years of executive administrative experience, including at least 3 years supporting C-level executives, combined with exceptional organizational skills and executive presence. You’ll have opportunities to mentor junior staff, streamline administrative processes, and partner with HR, Finance, and other corporate functions while traveling approximately 4 times annually to support on-site executive meetings. Join a company where futures start, confident learners are born, and your contributions help craft a world where children, families, and organizations thrive together.

Key Responsibilities

• Manage robust and complex calendars for senior executives, coordinating meetings, prioritizing requests, and ensuring alignment with strategic priorities
• Arrange comprehensive travel logistics including flights, accommodations, ground transportation, and detailed itineraries for executives
• Serve as gatekeeper for senior leadership, screening requests and determining what requires immediate attention versus delegation
• Prepare professional agendas, presentations, decks, and materials for executive meetings, board presentations, and company events
• Complete ad hoc duties and special projects as assigned, demonstrating flexibility and problem-solving abilities
• Support on-site meetings for executives and their teams, traveling approximately 4 times annually to facilitate successful gatherings
• Prepare expense reimbursements and invoices for payment, reconcile corporate credit cards with attention to detail and accuracy
• Act as liaison between executives and internal/external stakeholders, representing leadership with professionalism and excellent judgment
• Maintain strict confidentiality while handling sensitive information, exercising discretion in all communications and interactions
• Demonstrate responsiveness to emails, texts, and phone calls, with availability for contact outside normal business hours when needed
• Represent the company and executives positively through exceptional follow-through skills and sound judgment in all situations
• Lead or support cross-functional projects, tracking deliverables, coordinating team members, and ensuring timely execution
• Streamline administrative processes by implementing systems and best practices that improve team efficiency and effectiveness
• Support executive decision-making by conducting research, gathering data, and providing insights on various business matters
• Anticipate needs of executives proactively, identifying potential issues and solutions before they become problems
• Partner with HR, Finance, IT, and other corporate functions to align priorities and facilitate smooth operations
• Mentor and support junior administrative staff as needed, providing guidance and serving as backup coverage when required

Requirements

Professional Experience

• 8+ years of executive administrative experience with progressively increasing responsibility and scope
• At least 3 years directly supporting C-level executives (CEO, CFO, COO, or equivalent senior leadership)
• Proven track record of managing complex calendars, extensive travel arrangements, and multiple competing priorities
• Demonstrated experience in fast-paced corporate environments requiring adaptability and quick decision-making

Technical Skills

• Advanced proficiency with Microsoft Office Suite (Outlook, Word, Excel, PowerPoint) for creating professional materials
• Experience with Workday or similar enterprise HR/finance systems for expense processing and employee management
• Proficiency with WebEx, Zoom, or other video conferencing platforms for coordinating virtual meetings
• Familiarity with project management tools for tracking deliverables and coordinating team initiatives
• Comfortable learning new technologies quickly and adapting to evolving digital workplace tools

Core Competencies

• Exceptional organizational skills with ability to manage competing priorities without losing sight of deadlines or details
• Excellent written and verbal communication skills with strong executive presence and professional demeanor
• Proven ability to build strong relationships and influence at all levels of the organization effectively
• High level of discretion, integrity, and professionalism when handling confidential and sensitive information
• Strong business acumen with ability to understand organizational dynamics and strategic priorities
• Excellent judgment in diverse situations, knowing when to escalate, delegate, or handle matters independently
• Ability to maintain realistic balance among multiple priorities while staying calm under pressure
• Proactive mindset with ability to anticipate needs and identify solutions before being asked
• Detail-oriented approach ensuring accuracy in all work products and communications
• Flexibility to adapt to changing priorities and last-minute requests with positive attitude

Education

• Bachelor’s degree preferred, or equivalent relevant administrative experience demonstrating similar competencies

Other Requirements

• Ability to travel approximately 4 times annually to support on-site executive meetings and events
• Availability for occasional contact outside normal business hours for urgent matters
• Based in or willing to work on Oregon time zone hours (remote work from Oregon preferred)

Benefits & Perks

KinderCare Learning Companies offers a comprehensive benefits package designed to support employees and their families at every stage of life:

• Fully Remote Work – Work from home in Oregon with flexibility to balance professional and personal commitments
• Discounted Child Care – Know your whole family is supported with significant discounts on KinderCare Learning Centers services
• Comprehensive Health Coverage – Medical, dental, and vision benefits for you and your family, including pet insurance options
• Mental Health Support – Employee assistance programs providing support for mental health and personal growth
• Health & Wellness Programs – Access to resources promoting physical health, fitness, and overall wellbeing
• Paid Time Off – Generous PTO policy allowing you to recharge and spend time with loved ones
• Cell Phone Discounts – Discounts on work necessities like cell phones to reduce your expenses
• Professional Development – Opportunities to grow your skills and advance your career in education administration
• Exceptional Workplace Culture – Join a Gallup Exceptional Workplace Award-winning company with strong values
• Meaningful Mission – Contribute to high-quality early childhood education that shapes futures and builds confident learners
• Collaborative Environment – Work alongside passionate professionals dedicated to making a difference
• Travel Opportunities – Approximately 4 annual trips to support on-site meetings provide variety and team connection

About KinderCare Learning Companies

KinderCare Learning Companies stands as the first and only early childhood education provider recognized with the prestigious Gallup Exceptional Workplace Award, reflecting their commitment to creating an outstanding environment for both employees and the families they serve. The organization offers a variety of early education and child care options including KinderCare Learning Centers, Champions before and after-school programs, and Crème de la Crème premium early education centers. Their mission centers on building confidence for kids, families, and the future we all share, operating research-backed, accredited, and customizable programs in more than 2,000 sites and centers across 40 states and the District of Columbia.

As KinderCare expands, they’re matching the needs of more and more families, dynamic work environments, and diverse communities from coast to coast, driven by the belief that every family deserves access to high-quality child care, no matter who they are or where they live. The organization brings together professionals from diverse backgrounds—marketers, strategists, financial analysts, data engineers, and administrative specialists—all passionate about crafting a world where children, families, and organizations can thrive. At KinderCare, employees help bring this mission to life by building community and delivering exceptional experiences, with a culture where people come for the work and stay for the people. The company is committed to diversity and equal opportunity employment, ensuring all qualified applicants receive consideration without regard to race, national origin, age, sex, religion, disability, sexual orientation, marital status, military or veteran status, gender identity or expression, or any other basis protected by law.

The Senior Executive Assistant Role in Today’s Remote Work Market

Senior Executive Assistant positions have evolved significantly with the rise of remote work, with companies increasingly recognizing that high-level administrative support can be delivered effectively from anywhere with the right technology and communication practices. The role has transformed from traditional in-office gatekeeping to strategic partnership that combines administrative excellence with project management, communication facilitation, and operational efficiency. Remote executive assistants who can manage complex calendars across time zones, coordinate virtual and hybrid meetings seamlessly, and maintain strong relationships through digital channels are highly valued. The administrative profession has become more strategic, with senior EAs expected to anticipate needs, drive initiatives, and serve as extensions of leadership rather than just executing tasks.

Senior Executive Assistants supporting C-level executives typically earn between $70K-$110K annually in the US, with those in specialized industries or supporting multiple executives at the upper end of this range. The education sector, particularly organizations like KinderCare with significant scale and social impact missions, offers competitive compensation alongside meaningful benefits like discounted child care services. Career growth opportunities for executive assistants include advancing to Chief of Staff roles, executive operations management, or specialized functions like talent management or strategic projects. The key to advancement is demonstrating strategic thinking, building cross-functional relationships, and consistently adding value beyond traditional administrative tasks. Remote work has actually expanded opportunities for executive assistants, allowing access to positions with companies nationwide regardless of personal location.

Insider Tips for Applicants

Showcase Your C-Level Executive Support Experience

Since the role requires at least 3 years supporting C-level executives, your application must clearly articulate this experience with specific examples. Don’t just list that you supported a CEO or CFO—describe the complexity of their role, the scale of their responsibilities, and how you enabled their effectiveness. Discuss how you managed their calendar when they had back-to-back meetings across multiple time zones, how you prioritized conflicting requests from board members and direct reports, or how you prepared them for critical presentations and meetings. Mention the types of stakeholders you interfaced with (board members, investors, major clients, media) and how you represented the executive and company professionally. KinderCare needs someone who understands the unique demands of C-suite support, including the pace, pressure, and need for impeccable judgment and discretion.

Demonstrate Proactive Problem-Solving and Anticipation

The job description emphasizes “anticipating needs” and “proactively identifying solutions” multiple times, which signals this is a critical competency they’re seeking. In your application and interviews, provide concrete examples of times you anticipated an executive’s needs before they asked. Perhaps you prepared briefing materials for a meeting without being asked because you knew the topic would come up, or you rescheduled conflicting appointments before they became an issue, or you identified a more efficient process and implemented it without waiting for direction. Discuss your approach to staying ahead of executives’ needs—do you review their calendar weekly to anticipate what they’ll need? Do you follow industry news relevant to their role? Show that you’re not just responsive but truly anticipatory and strategic in your thinking.

Emphasize Remote Work Excellence and Flexibility

This is a fully remote position that requires occasional travel and availability outside normal business hours, so your application should address how you excel in remote work environments. Discuss your home office setup, your communication practices for staying connected with executives and teams remotely, and how you’ve successfully managed executive calendars and priorities without being physically present. Address the flexibility requirements directly—mention times you’ve accommodated last-minute requests, handled urgent matters outside business hours, or traveled to support important meetings. If you have experience supporting executives across different time zones or coordinating both virtual and in-person events, highlight this. KinderCare needs confidence that you can provide exceptional support remotely while being flexible enough to travel quarterly and respond to urgent needs whenever they arise.

Frequently Asked Questions

Is this position fully remote or will I need to relocate to Oregon?

This position is fully remote and does not require you to relocate to Oregon, though the job posting notes “remote work from Oregon preferred” and indicates you should be “based in or willing to work on Oregon time zone hours.” This suggests they prefer candidates either already in Oregon or willing to work Pacific Time hours to align with executives’ schedules and company operations. You’ll work from your home office primarily, with approximately 4 trips per year to support on-site executive meetings—these could be to Beaverton, Oregon headquarters or potentially other locations where executives are meeting. If you’re located outside Oregon but can accommodate Pacific Time working hours and the quarterly travel requirement, you should still consider applying and clarifying your situation during the interview process.

What does “availability for contact outside normal business hours” really mean?

This requirement reflects the reality of supporting senior executives who often work beyond traditional 9-5 schedules and may have urgent needs that arise evenings or weekends. It doesn’t mean you’ll be working around the clock, but rather that you should be reasonably accessible for truly urgent matters that can’t wait until the next business day. This might include a crisis requiring executive communication, last-minute changes to critical meeting schedules, or time-sensitive materials needed for early morning presentations. In practice, many executive assistants handle this by checking email periodically in evenings, being available by text for urgent matters, and responding when something truly can’t wait. The frequency and nature of after-hours contact varies by executive and season—busy periods or major initiatives may require more availability. During your interview, you can ask about typical patterns and expectations to understand what “occasional” means in this specific context.

What kind of projects might I lead or support as mentioned in the responsibilities?

Cross-functional projects for senior executive assistants at large organizations like KinderCare can vary widely but often involve initiatives that cut across departments or support strategic priorities. Examples might include coordinating company-wide events (leadership offsites, all-hands meetings, recognition programs), managing special initiatives for executives (board preparation, strategic planning processes), improving administrative processes across the executive team, or coordinating communication rollouts for major company announcements. You might track deliverables for strategic initiatives where multiple departments need to contribute, facilitate working groups addressing operational challenges, or manage logistics for programs affecting multiple centers or regions. The project work provides variety beyond traditional administrative tasks and allows you to develop skills in project management, stakeholder coordination, and strategic thinking while still supporting executives. These projects showcase your ability to drive results beyond just managing calendars and correspondence.