Education Technology

Small Business Account Executive

RemoteRemoteFull TimePosted 3 days ago

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Required skills

B2B sales
SMB sales
full-cycle sales
field sales
inbound lead list
outbound calling
CRM hygiene
forecasting
quota attainment

Nice to have

SaaS
fintech
service businesses
enrollment software
staff recruiting
family management

Role summary

Wonderschool is seeking a Small Business Account Executive to sell their child care operating system, including enrollment, staff recruiting, family management, payments, and subsidy processing tools. This full-cycle field sales role involves managing the entire sales process from outreach to closing deals with child care operators of all sizes. The position offers a hybrid work model in San Francisco, with a competitive OTE of $150K ($75K base/$75K variable) and uncapped commission. Ideal candidates have 2-6+ years of B2B or SMB sales experience, a strong phone presence, and discipline in pipeline management and CRM usage. Prior SaaS or fintech experience is a plus.

San Francisco, CA | Field + HybridCompensation: 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.

Ready to apply?

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