Full-time · Remote

Director of Engineering (AI-Native)

This is a high-impact leadership role at a NYSE-listed EdTech pioneer, focusing on the complete automation and optimization of the consumer acquisition funnel. The role is distinguished by its 'AI-Native' mandate, requiring the Director to lead the development of AI voice agents and sophisticated sales tools. It is an ideal position for a technical leader who thrives in a high-velocity, meritocratic environment where results are valued over corporate politics.

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Hiring company

Nerdy

St. Louis, Missouri, United States · Posted 25 April 2026

The role

Overview

This is a high-impact leadership role at a NYSE-listed EdTech pioneer, focusing on the complete automation and optimization of the consumer acquisition funnel. The role is distinguished by its 'AI-Native' mandate, requiring the Director to lead the development of AI voice agents and sophisticated sales tools. It is an ideal position for a technical leader who thrives in a high-velocity, meritocratic environment where results are valued over corporate politics.

The hiring side

About Nerdy

Nerdy is a large employer working in education technology, based in St. Louis, Missouri, United States.

Industry

Education Technology

Size

Large

Location

St. Louis, Missouri, United States

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What they need

Requirements & Skills

Key Responsibilities

  • Lead the Consumer Acquisition engineering organization across the US, Canada, and LATAM
  • Oversee the development of internal sales agent tools supporting 100+ concurrent users
  • Scale and optimize 'Jamie,' the AI-powered outbound voice agent for lead qualification
  • Manage the technical roadmap for marketing websites, CMS, and SEO/PPC landing pages
  • Direct the engineering of ecommerce checkout and self-service reactivation flows
  • Implement AI-powered scoring, business dashboards, and workforce management tools

Essential

  • Proven experience leading multi-team engineering organizations across different geographic regions (US, Canada, LATAM)
  • Deep technical expertise in consumer-facing web technologies and lead generation funnels
  • Experience building and scaling internal tools for sales operations, including CRM and lead routing systems
  • Strong background in ecommerce, checkout flows, and self-service customer reactivation
  • Commitment to an 'AI-Native' workflow, utilizing generative AI tools in daily development and leadership
  • Ability to operate with 'founder speed' and prototype solutions in hours rather than weeks
  • Experience with high-volume communication orchestration (Email, SMS, and Voice)

Preferred

  • Experience with AI-powered voice agents or outbound automation technology
  • Background in the EdTech industry or high-growth consumer marketplaces
  • Experience working in a public company environment (NYSE: NRDY) while maintaining startup velocity
  • Strong understanding of PPC/SEO optimization from a technical perspective

Key Skills

Software Engineering LeadershipGenerative AI IntegrationEcommerce ArchitectureSales Automation TechnologyDistributed Team ManagementFull-stack System DesignData-Driven Decision MakingStrategic Product Roadmap Execution

Networking

People to Know

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Perks

Benefits & perks

  • Merit-based compensation increases tied to impact rather than tenure
  • Opportunity to work with cutting-edge Generative AI systems
  • High-autonomy, low-politics work environment
  • Remote-friendly culture with teams across the Americas
  • Direct exposure to executive leadership and public company strategy
  • The chance to impact global education through the Live + AI™ platform

Next step

Apply now

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Director of Engineering (AI-Native) at Nerdy - St. Louis, Missouri, United States | Career Steer