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Executive Assistant to the CEO - job 1 of 2

liETtVLaARqgmMEbYzHNNLIzUPcdfPrwhYtVK7Qa.png Fast Facts

Wonderschool is seeking a highly organized Executive Assistant to support the CEO in a fast-paced tech startup aimed at transforming childcare access. This role will involve managing schedules, facilitating communication with key stakeholders, and driving strategic initiatives to enhance operational efficiency.

liETtVLaARqgmMEbYzHNNLIzUPcdfPrwhYtVK7Qa.png Responsibilities: Key responsibilities include managing the CEO's schedule, coordinating meetings, handling travel arrangements, drafting communication, and leading special projects to support company initiatives.

liETtVLaARqgmMEbYzHNNLIzUPcdfPrwhYtVK7Qa.png Skills: Candidates should possess strong organizational skills, exceptional communication abilities, and a proactive, solutions-oriented approach. Experience with travel management and familiarity with tools like Google Suite and Slack is also required.

liETtVLaARqgmMEbYzHNNLIzUPcdfPrwhYtVK7Qa.png Qualifications: Preferred qualifications include 10+ years in an executive support role, especially within tech startups or fast-paced environments, as well as a passion for early childhood education.

liETtVLaARqgmMEbYzHNNLIzUPcdfPrwhYtVK7Qa.png Location: This position is based in San Francisco, requiring onsite presence 3-4 days per week.

liETtVLaARqgmMEbYzHNNLIzUPcdfPrwhYtVK7Qa.png Compensation: $110000 / Annually



Executive Assistant to the CEO | Wonderschool

Join a Fast-Growing Tech Startup on a Mission to Revolutionize Child Care

At Wonderschool, we are leveraging cutting-edge technology to solve one of the most pressing challenges facing families today: access to quality childcare. As a venture-backed startup, we empower childcare providers with innovative tools to manage and grow their businesses while also helping parents find the care they need.

We are looking for a dynamic, highly organized, and resourceful Executive Assistant (EA) to the CEO to join our mission-driven team. This isn’t just another EA role—you’ll be at the center of a high-growth startup, working closely with the CEO to drive efficiency, enhance strategic initiatives, and keep operations running smoothly at the highest levels of the company. If you thrive in fast-paced environments, love solving problems before they arise, and enjoy working with founders, investors, and high-impact teams, this is the perfect opportunity for you!

 Location: Onsite in San Francisco 3-4 Days Per Week

What You’ll Do

  • Be the CEO’s Right Hand – Manage schedules, coordinate meetings, and handle all executive-level logistics to keep things running seamlessly.
  • Drive Strategic Efficiency – Anticipate needs, prioritize tasks, and optimize workflows to free up the CEO’s time for high-impact decision-making.
  • Facilitate Key Relationships – Act as a liaison between the CEO and internal/external stakeholders, including investors, board members, and senior leadership.
  • Lead Special Projects – Assist with high-level initiatives, from fundraising prep to partnership development and company-wide communications.
  • Supercharge Communication & Presentations – Draft emails, reports, and high-impact presentations that clearly communicate the CEO’s vision and company strategy to key
  • stakeholders.
  • Heavy Travel Coordination – Manage complex domestic travel arrangements, including flights, accommodations, and itineraries, while anticipating changes and last-minute adjustments.
  • Own Confidential & Critical Tasks – Manage sensitive information with discretion, handling high-stakes matters with professionalism.
  • No Task Too Big or Small – Whether it's preparing board materials, ordering lunch, or managing a last-minute schedule change, you approach every task with a can-do attitude and a commitment to excellence. 
  • Support Company Culture – Play a key role in executive operations while fostering a strong and engaged team environment.

What We’re Looking For

  • Experience Matters – 10+ years as an Executive Assistant, Chief of Staff, or in a high-level support role, preferably in a tech startup, VC firm, or fast-paced environment.
  • Master of Organization – You can juggle competing priorities, keep tight schedules, and anticipate needs before they arise. 
  • Exceptional Communicator – Strong written and verbal communication skills, with a knack for high-level correspondence and creating compelling presentations.
  • Heavy Travel Management – Proven experience handling complex travel schedules, including multi-state itineraries, last-minute changes, and logistics.
  • Proactive & Solutions-Oriented – You don’t wait for instructions—you make things happen.
  • Tech-Savvy & Adaptable – Comfortable with Google Suite, Slack, Notion, Zoom, and presentation software like Keynote or PowerPoint.
  • High Emotional Intelligence – Able to navigate complex relationships with grace, confidentiality, and professionalism.
  • Can-Do Mindset – You’re eager to jump in wherever needed, no matter the size of the task, and you thrive in a startup environment where adaptability is key.
  • Passion for Our Mission – Excited to support a company making a meaningful impact on early childhood education.

Why Join Wonderschool?

  • Work with a visionary CEO and leadership team at a high-growth, mission-driven startup.
  • Competitive salary + equity—own a piece of what we’re building.
  • Health benefits covering up to 100% for employees and 80% for dependents.
  • Flexible PTO, paid holidays, and mental wellness days.
  • A dynamic and innovative work environment where your impact will be felt daily.
  • This position offers a competitive salary of up to $110,000, plus additional benefits.

This is an extraordinary opportunity for a high-performing, ambitious, and resourceful individual to take on a key role at a rapidly scaling company. If you’re ready to become a

critical force behind a CEO leading a game-changing company, we’d love to hear from you!

Apply now and help us transform childcare through!

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CEO of Wonderschool
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Chris Bennett
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$110000K

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Wonderschool envisions a future where every child has access to quality early care and education 5 minutes from home, no matter where they live. We do this by empowering early educators to build sustainable businesses that meet the unique needs of...

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Full-time, hybrid
DATE POSTED
August 20, 2025
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