Head of Engineering
About WonderschoolWonderschool builds software and systems that help businesses operate, grow, and generate revenue. We started in childcare and are expanding into adjacent verticals including healthcare, microschools, and other service-based businesses. Our platform combines marketplace, SaaS, and government infrastructure.We are a Series B company backed by Andreessen Horowitz, Goldman Sachs, Long Journey Ventures, and First Round Capital. The business is cash flow positive and expanding.A core part of our strategy is using AI systems to increase speed and leverage across the company. We have a dedicated Head of AI Agent Systems role focused on building that capability. The Head of Engineering is responsible for building the high-performing engineering organization that can ship reliable, scalable products and fully leverage these systems.Position SummaryThe Head of Engineering owns product delivery, engineering execution, and team performance.This role is responsible for ensuring the engineering team consistently ships high-quality, revenue-driving product quickly and reliably. It is a hands-on leadership role: you will manage the team, drive execution, improve development processes, and partner closely with Product and the Head of AI Agent Systems to increase velocity.This role reports directly to the CEO.ResponsibilitiesOwn Engineering Execution and DeliveryEnsure the team consistently ships high-quality product on timeReduce time from idea to production for core featuresDrive accountability for delivery across the teamPrioritize and ship features tied to revenue quicklyBuild and Lead a High-Performance Engineering TeamManage, coach, and develop engineersHire strong engineers and raise the bar over timeSet a high performance standard and enforce itAddress underperformance quickly and directlyImprove Development Velocity and QualityImprove engineering processes to increase speed without sacrificing qualityEnsure code quality, testing, and reliability standards are maintainedPartner with the Head of AI Agent Systems to integrate AI-driven workflows into the development processEnsure engineers adopt tools and systems that increase outputOwn Architecture and Technical DirectionMake and enforce key architectural decisionsEnsure systems are scalable, maintainable, and aligned with product needsDrive simplification and reduce technical debt where it slows the businessPartner with Product and Business TeamsWork closely with the Head of Product to translate priorities into shipped productEnsure alignment between product requirements and engineering executionSupport GTM and operations by delivering the systems needed to drive revenueDrive Business ImpactEnsure engineering output directly supports revenue growthImprove the speed of shipping features that impact conversion, onboarding, and usageBalance speed and reliability to support long-term growthWhat Success Looks Like (6-12 Months)Engineering consistently ships high-quality product on timeTime from idea to production is significantly reducedThe team is high-performing with clear accountabilityEngineering output is clearly tied to revenue and product usageAI systems are fully integrated into engineering workflowsRequired QualificationsStrong engineering background with experience building and shipping production systemsExperience managing and scaling engineering teamsTrack record of delivering product quickly in a high-growth environmentStrong technical judgment and ability to make architectural decisionsExperience working closely with product and business teamsPreferred QualificationsExperience at a high-growth startupExperience improving engineering velocity and processesExperience integrating AI or automation into development workflowsBackground as a founder or early-stage engineerWhat We Are Looking ForSomeone who builds high-performing teams, not just systemsSomeone who drives execution and holds people accountableSomeone who balances speed and quality effectivelySomeone who partners well with product and leadershipSomeone who is comfortable being hands-on when neededCompensation And BenefitsCompensation is competitive and commensurate with experience. This role is eligible for equity.Wonderschool Offers a Competitive Benefits Package, IncludingHealth benefits with up to 100% coverage for employee premiums and up to 80% for dependentsWifi and employee wellness stipendsFlexible PTO, paid holidays, and mental wellness daysCompetitive parental leave (eligible after 6 months of employment)LocationSan Francisco, 5 days per week in office.Wonderschool is an equal opportunity employer. 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 talent.