Director of Engineering (AI-Native)

Nerdy, the company behind Varsity Tutors, is seeking an innovative Director of Software Engineering to lead their Consumer Acquisition engineering organization. This role involves managing multiple engineering teams to build systems that drive significant revenue for the consumer tutoring business, focusing on sales automation, ecommerce, and marketing tools.

Responsibilities:

• Ship features during critical sales periods
• Drive platform simplification while solving immediate business needs
• Build and retain high-performing engineering teams
• Partner with Product, stakeholders, and executives across Marketing, Sales Operations, and Sales leadership
• Represent engineering in executive planning and reviews
• Manage multiple squads and staff engineers
• Hands-on involvement in architecture, code reviews, and technical decisions

Requirements:

• 8+ years software engineering, 4+ years leading engineering teams
• Experience managing multiple squads or 15+ person organizations
• Experience managing remote or distributed teams across time zones
• Strong agentic (LLM) coding skills and hands-on technical leadership; this role requires active involvement in code reviews, architecture decisions, and technical problem-solving
• Track record shipping B2C/SaaS products at scale
• Deep expertise in web applications, distributed systems, APIs
• Proven ability to balance technical excellence with business delivery
• Experience with sales tools, CRM, or marketing technology preferred
• Experienced with AI-native tools that enhance productivity and speed (Cursor, Make.com, Supabase, Netlify, Claude Code, n8n, Firecrawl, ChatGPT, Grok, Bolt, Vercel, etc)