Top Tech Jobs & Startup Jobs in Boston, MA

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.

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 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.