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Small Business Account Executive

Wonderschool

Remote · USFull-time$75K/yrPosted 5mo agoStill listed 4 days ago

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At a glance

Compensation
$75K/yr
Location
Remote · US
Schedule
Full-time
Work Authorization
Not specified

Olive lists jobs from US employers, including remote roles you can work from the United States.

Job overview

Wonderschool is hiring a Small Business Account Executive. Wonderschool seeks a Small Business Account Executive in San Francisco to lead full‑cycle field sales of its child‑care management platform and fintech solutions. The role blends inbound lead handling with outbound prospecting, requiring strong phone presence, pipeline hygiene, and the ability to convey value to operators of varying sizes.

Key focus areas include 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, and Help providers understand how Wonderschool improves enrollment, teacher recruiting, and family retention.

Successful candidates bring 2+ To 6+ Years B2B Sales. Important skills include Sales Cycle Management, Outreach, Discovery, Demo, Closing Sales, and Handoff. Preferred (not required): SaaS Sales, Fintech Sales, and Selling Into Service Businesses.

Skills & qualifications

RequiredNice to have

Skills

Sales Cycle ManagementOutreachDiscoveryDemoClosing SalesHandoffPipeline ManagementInbound Follow-UpOutbound CallingField ActivityCRM HygieneAccurate ForecastingQuota AttainmentStrong Phone PresenceBuilding RapportDisciplined Follow-UpSaaS SalesFintech SalesSelling Into Service Businesses

Qualifications

2+ to 6+ Years B2B SalesSelling to Small Business OwnersSelling to Operators

Benefits

Medical Insurance
Dental Insurance
Vision Insurance

Full job description

San Francisco, CA | Field + Hybrid

OTE: $150K ($75K base / $75K variable) | 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

  • $75,000 base salary

  • $75,000 variable at quota, uncapped above quota

  • OTE: $150,000, with top performers earning significantly more

  • 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.

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