The Company
Outschool’s mission is to inspire kids to love learning. We believe the best way to do that is by linking learning to kids’ interests, connecting them with others who share those interests, and giving them the autonomy to pick their own path. We provide small group classes that meet over live video chat where learners are connected with teachers and classmates who share their interests. These classes are offered through our marketplace and conducted on our remote learning platform.
Our business is growing explosively: 900,000+ learners have taken more than over 7M class hours. We’ve more than quadrupled our team since the beginning of 2020 from 25 to 130 to keep up with growth. We’ve raised $130M since founding with most of that still in the bank. We’ve also been named Fast Company’s most innovative edtech company in the world and in the top ten best startups for women from Elpha.
We’re committed to access and impact so we founded outschool.org to offer financial assistance to families in need. In addition, Outschool has created an Educator Endowment Fund in appreciation for these teachers who are so central to our mission of inspiring kids to love learning.
Our product and expertise have become central to many families, educators and organizations and will continue to provide kids with unique opportunities to explore their interests in 2021 and beyond.
The Role
At Outschool, our Executive Assistants are thought-partners with their Executive team. You will work closely and strategically with your Executives and their teams by solving problems, crafting communications, and managing relationships. In this role, you will join the People Operations team, reporting to the People Operations Lead, and a company of lifelong learners dedicated to our mission to inspire kids to love learning. We are looking for an EA who is similarly passionate about education, growing, and sharing along with our team.
*Due to the responsibilities associated with this role, this person will need to be located in the San Francisco Bay area and able to commute into San Francisco weekly.


    • Support the CEO, Head of Schools & Distribution, and Head of Product in calendaring, meeting planning, creating presentations, and other logistics
    • Implement strategies to help Executives work more efficiently, including identifying new tools to use
    • Manage email communications for Executives, including sales outreach emails as needed, and prioritizing and sending correspondence on Executives’ behalf when appropriate
    • Manage incoming and outgoing mail through weekly trips to Outschool’s PO box and the UPS store, located in San Francisco
    • Manage special projects by keeping Executives informed of deadlines and project updates
    • Assist with budget management Edit and proofread communications before they are sent out
    • Conduct research
    • Provide support to the Operations team as needed, including help with special projects, events, off-sites, and travel


    • Three (3) years of previous EA or administrative/internal ops roles, preferably at high-growth companies
    • Ability to commute to San Francisco on a weekly basis to manage incoming and outgoing mail as well as ad hoc requests
    • Ability to maintain absolute integrity, and complete discretion
    • Possession of strong organizational, interpersonal skills Ability to multitask and adapt well to rapidly changing priorities; must be a proactive self-starter and strategic thinker with a demonstrated ability to work freely with minimal supervision
    • Excellent attention to detail, organizational skills, accuracy, and very strong follow through tendencies


    • Experience in K-12 education is a plus
    • Experience in sales is a plus
    • Familiarity with the following: Google Apps, Slack, Dropbox, HelloSign, Intercom, Trello


    • Shared Financial Success: Competitive salaries, stock options, and investment plans that make saving for retirement easier.
    • Health & Wellness: Comprehensive health, dental, vision, disability, and life insurance coverage options for employees and their families. Our medical benefits include fertility and family planning coverage. We also provide employees with online access to coaching and therapy sessions through our partner, ModernHealth.
    • PTO & Family Benefits: PTO and family leave enable our team to take the time that we need to recharge, relax, and spend time with family and friends.
    • Fully Distributed: With a team distributed across the US and Canada, we create a remote culture through expensable weekly meals, virtual events, expensable home office setup, and internet allowance.
    • Lifelong Learners: Annual budgets to self-direct our professional development as well as DEI learning. There’s also a budget for employees’ learners to take classes on Outschool!
    • Community Impact: Outschool matches employee donations to established charities and has committed to donating $3M to Outschool.org non-profit programs.
Outschool is an equal opportunity employer. We view diversity as a moral imperative and competitive advantage. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. We plan and structure our interviews to directly assess skills and experience.
Outschool is committed to providing reasonable accommodations to disabled veterans and applicants with physical and mental disabilities. If you need assistance due to a disability, you may contact us at recruiting@outschool.com.
Must be a citizen or legal resident of the U.S. or Canada and reside in U.S. or Canada.