Top Tech Jobs & Startup Jobs in Boston, MA

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.

Lead design and delivery of AI-powered, data-driven workflows and foundations: build retrieval/evidence pipelines, durable job execution, monitoring/evaluation, data contracts, identity resolution, and reusable abstractions while partnering with product and engineering to measure adoption and impact.

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

Manage a portfolio of existing customers to drive retention and product adoption through high-volume outreach (calls, emails, texts), consultative engagement, escalation handling, and piloting tactics to increase value and loyalty.