Jobs at brightwheel

Own and improve financial models for acquisition and Education business lines, including headcount, sales productivity, compensation, forecasting, inventory, margins, and ARR. Build automated workflows with AI coding tools, validate data using SQL and Redshift, maintain self-service dashboards, and identify data quality or methodology issues. Partner cross-functionally with Analytics and other teams in a fast-moving environment.

Leads a full-stack engineering team developing customer-facing SaaS products across web, mobile, backend, and AI systems. Owns engineering strategy, architecture, reliability, security, privacy, delivery planning, product health, and measurable customer outcomes. Partners with Product, Design, and customer-facing teams to define and ship products, uses production data to guide priorities, and hires, develops, and manages engineering talent.

Prospect early education centers through 100+ daily cold calls, build and manage sales pipeline, uncover prospect needs, communicate product value, and schedule product demonstrations for Account Executives. Maintain accurate CRM records, ensure prospects attend demos, track performance metrics, collaborate with managers, and continuously improve sales processes while contributing to a high-performing team culture.

Support enterprise customers by managing account configurations, processing updates and data entry, answering questions, and troubleshooting basic technical issues. Follow detailed SOPs, maintain high accuracy, identify recurring friction points, and recommend process improvements. The role requires strong communication, organization, time management, independent work, and comfort learning new tools in a remote contractor environment aligned with U.S. time zones.

Build and scale the sales engine for Brightwheel’s education products. Responsibilities include developing go-to-market strategy, prospecting, managing the full sales cycle, creating pipeline, closing early customers, understanding education buyers, and translating market feedback into product, positioning, processes, and repeatable sales playbooks.

Own end-to-end AI-powered product improvements: design and build cross-cutting AI services (retrieval, evaluation, guardrails), define success metrics, prototype to production, create shared AI tooling and abstractions, shape data and system architecture for safe longitudinal signals, mentor engineers, and ship reliable, secure production systems that improve educator and family outcomes.

The Director of Training & Enablement will manage a unified team, define an AI-first enablement strategy, and improve onboarding and performance metrics.

Designs, builds, and operates AI-powered solutions for go-to-market teams, including retrieval, context, evaluation, guardrails, agent workflows, and operational automation. Owns problems end to end from discovery through launch, measurement, and iteration while shaping data and system architecture. Establishes reusable AI tooling, improves engineering velocity through AI-augmented development, mentors engineers, and maintains high standards for reliability, privacy, security, observability, and customer trust.

Lead and build new ventures end-to-end at brightwheel: discover customer needs, prototype and ship AI-enabled products, prove business models and unit economics, recruit and grow teams, and drive outcomes with the CEO and executive team toward product-market fit and scale.

Lead and own the technical systems and teams that run operations, redesign GTM architecture for AI, manage managers and ICs, drive company-wide AI-native capabilities, and personally deliver high-priority technical initiatives that improve business outcomes.

Lead AI strategy and delivery: define technical direction, prototype and ship production AI features, build shared AI platform components (evaluation, retrieval, safety, observability), mentor senior engineers, and drive measurable business outcomes for early education customers.

Lead analytics for the curriculum subscription/ecommerce business and Post-Sales, partnering with stakeholders to deliver GTM, retention, and financial insights. Build and maintain data models and pipelines with SQL and dbt, automate and maintain BI dashboards (Sigma, Tableau), own weekly business review source files, and translate analyses into actionable recommendations.

Lead end-to-end development of AI-powered features and shared AI services, own product loop from discovery to production, design data and system architecture, create reusable tooling and guardrails, mentor engineers, and ensure secure handling of sensitive school and family data.

Lead Sales Operations for Expansion product lines, build AI-driven automated workflows and lead-scoring models, design scalable GTM processes, run funnel analytics, manage a small team, and present findings to execs.

Design, architect, and implement Salesforce and GTM integrations at scale. Lead development (Apex, triggers, async jobs, REST/API), instrument monitoring/alerting, ship AI-assisted workflows, reduce technical debt, mentor junior admins, and act as technical escalation for revenue-critical systems.