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Small Business Account Executive

Wonderschool logoWonderschoolRemote from United StatesListed 1d ago
Apply on Wonderschool (shows the role here)Before you apply: what we know about Wonderschool

The posting

San Francisco, CA | Field + Hybrid Compensation: Competitive market rate | Commission uncapped

About Wonderschool

Wonderschool builds the operating system for child care. We give providers, from in-home operators to large center chains, the tools to run better businesses: enrollment software, staff recruiting, family management, payments, and subsidy processing, all in one place.

We have product-market fit, a large and growing customer base, and a deeply differentiated product in a market that has been massively underserved by technology. You will be joining at a moment of real momentum, with strong inbound demand, a substantial outbound lead list, and a product that genuinely stands out from the competition.

About the Role

This is a full-cycle field sales role. You will be selling Wonderschool's platform and fintech solutions to child care operators across the full spectrum, from solo in-home providers to multi-site center chains. Your job is straightforward: help them understand how Wonderschool makes their operation more efficient, their revenue more predictable, and their growth more achievable.

You will have a large inbound lead list to work alongside your outbound. The product sells itself once operators see it. Your job is to get in front of them and run a clean process.

The commission is uncapped. Hit your number and keep going.

What You Will Do

  • Own the full sales cycle: outreach, discovery, demo, close, handoff
  • Sell Wonderschool's child care management platform and fintech solutions to operators of all sizes
  • Help providers understand how Wonderschool improves enrollment, teacher recruiting, and family retention
  • Introduce fintech solutions: tuition collection, subsidy processing, and financial tools built for child care
  • Build and manage a healthy pipeline through inbound follow-up, outbound calling, and field activity
  • Maintain disciplined CRM hygiene and accurate forecasting

Who This Is For

  • 2+ to 6+ years of B2B or SMB sales, ideally selling to small business owners or operators
  • You know your quota numbers and attainment without having to look them up
  • Strong phone presence: you build rapport fast and move deals forward
  • Comfortable selling across a wide range of customer sizes, from a single in-home operator to a 10-location chain
  • Disciplined with follow-up, pipeline hygiene, and CRM
  • Prior experience in SaaS, fintech, or selling into service businesses is a plus

Compensation

  • Competitive market rate salary plus uncapped commission
  • Equity
  • Full health, dental, and vision

Backed by

  • Goldman Sachs (Lead Series B)
  • Andreessen Horowitz (Led Series A: Jeff Jordan, Partner, former CEO of OpenTable, board member at Airbnb and Instacart)
  • First Round Capital (Led seed round: Josh Kopelman, founding partner)
  • Long Journey Ventures (Lee Jacobs, founding partner; Cyan Bannister, early investor in Uber and SpaceX; Arielle Zuckerberg, active angel investor)
  • FundersClub (Alex Mittal and Boris Silver, co-founders; early investors in Coinbase, Instacart, and Webflow)
  • a16z Cultural Leadership Fund (led by Chris Lyons)
  • Uncork Capital (Jeff Clavier, founding partner)
  • Lerer Hippeau (Ben Lerer, founding partner)
  • MaC Venture Capital (Marlon Nichols, founding managing partner)
  • Imaginable Futures (education-focused fund backed by Pierre Omidyar, founder of eBay)
  • Rethink Education
  • Abstract Ventures (Ramtin Naimi, founder and general partner)
  • Gary Community Ventures (impact investor focused on children and families)
  • Stanford University

This is a full-time field sales role, 5-6 days a week.

Where you can sell from

Fully remote, for people based in United States.

Taken from Wonderschool's own posting, last seen live on 2 Nov 2026.

Apply on Wonderschool (shows the role here)

The application

Your details and CV, then 24 questions (4 written).

Have readyCVCover letter (optional)LinkedIn (optional)Website (optional)
  1. 1.
    Are you currently authorized to work in the US?Yes or no
  2. 2.
    Will you require any visa sponsorship to be legally authorized to work in the US?Yes or no
  3. 3.
    What types of early childhood experience do you have?Pick any (7 options)
  4. 4.
    How many employees did the smallest company you worked at have while you were there?Short answer · optional
  5. 5.
    Smallest-company headcount - anything else to add?Short answer · optional
  6. 6.
    What was that company's name?Short answer · optional
  7. 7.
    How long did you work there, in months?Short answer · optional
  8. 8.
    Tenure length - anything else to add?Short answer · optional
  9. 9.
    In 1-2 sentences, what makes you a fit for this role?Written answer
  10. 10.
    Where did you attend and graduate from your undergraduate studies?Short answer · optional
  11. 11.
    What was your undergraduate major?Short answer · optional
  12. 12.
    Did you attend graduate school? If so, where?Short answer · optional
  13. 13.
    What was your graduate major?Short answer · optional
  14. 14.
    Which of these fields have you worked in?Pick any: Private equity · Investment banking · Consulting · None
  15. 15.
    Fields worked in - anything else to add?Short answer · optional
  16. 16.
    What was the main reason for a short tenure in a prior role?Pick one: Reduction in force · Fit · Other · N/A
  17. 17.
    Short tenure - anything else to add?Short answer · optional
  18. 18.
    What did you build or try to build, and what happened?Written answer · optional
  19. 19.
    Has software you built or helped build generated more than $100 in sales?Pick one: Yes · No · Not sure · Have not built or helped build software.
  20. 20.
    Software sales - anything else to add?Short answer · optional
  21. 21.
    Which agencies have you sold to?Written answer
  22. 22.
    What products have you sold?Pick any: Software · Services · Curriculum · Other
  23. 23.
    Products sold - anything else to add?Short answer · optional
  24. 24.
    Describe a full-cycle small-business sale you closed, from prospecting through close, including the outcome.Written answer

From Wonderschool's apply page, checked 1 Nov 2026.

About Wonderschool

Sells enrollment, billing and subsidy software, a family-to-provider marketplace and payment tools to child care operators, and child care systems to state and local governments.

Pay schedule: Base salary plus commission (uncapped on the provider side) and stock options or equity, health premiums covered up to 100% for employees and 80% for dependents, and 5 to 6 day weeks, with government sellers on the road about 40% of the time.

Wonderschool's sales postings, in full Live feed of Wonderschool openings The Wonderschool company page

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