Jobs and Careers

Director of Engineering

Remote - United States, United StatesRemotefull_timeVerifiedPosted 26 Jan 2026

About the role

Overview:

Nerdy is looking for an innovative Director of Software Engineering to lead our Consumer Acquisition engineering organization, owning the complete funnel from marketing website and lead generation through telesales and ecommerce conversion to new customer onboarding. You'll manage multiple engineering teams across the US, Canada, and LATAM, building the systems that drive millions in annual revenue for our consumer tutoring business.

What You'll Own

Sales Agent Tools: Internal applications for telesales conversion, post-sale onboarding, call/SMS handling, lead routing, and work distribution supporting 100+ concurrent agents
AI-Powered Sales Automation: Jamie, our outbound AI voice agent that handles lead qualification and transfers to human agents, currently managing 80%+ of outbound dials
Ecommerce & Self-Service: Self-service purchasing experiences, quotes checkout, and reactivation flows reducing sales CAC and expanding acquisition channels
Marketing & Lead Generation: Consumer-facing websites, content management systems, landing pages, lead forms, and PPC/SEO optimization
Communications & Operations: Email/SMS orchestration, call metrics, AI-powered scoring, business dashboards, alerting, and workforce management tools

About Nerdy:

At Nerdy (NYSE: NRDY) - the company behind Varsity Tutors - we’re redrawing the blueprint of learning. Our Live + AI™ platform fuses real-time human expertise with proprietary generative-AI systems, setting a new bar for measurable academic impact at global scale.

We recruit the kind of technologists and operators you’d bet on as solo founders - people who turn ambiguous problems into shipping code, iterate faster than markets move, and compound their advantage with every data point. In an era where great employees can deliver 10-times the leverage of the merely good, we back those who play to win.

Fortune favors the bold. Join us.

How we compete:

AI-Native at every level
From the CEO to day-one hires, everyone builds and ships with generative AI. If you’re not wielding AI, you’re not done.
Entrepreneurial velocity
Move at founder speed, prototype in hours, and measure in real user outcomes. Slow teams die.
Free-market rigor
Ideas rise or fall on merit and results - no committees, no politics, no cap on upside.
Full-stack ownership
You design, build, and run what you ship; accountability is a feature, not a bug.
Reward for contribution
Pay rises with impact, not years. Outstanding results earn outsized rewards. We evaluate both what you achieve and how you achieve it: living our leadership principles and using AI effectively are formally measured and rewarded.
Relentless exploration
Push the frontier of generative AI in live learning and - because only the paranoid survive - questioning every legacy assumption along the way.
Is Apolitical
You stay focused on mission-aligned outcomes, not distractions or unrelated causes.

If you’re a technically minded builder who thrives on open competition, personal responsibility, and the chance to redefine how the world learns - while continually stretching the limits of what generative AI can do - come do the most ambitious and rewarding work of your career here. Learn more at nerdy.com.

Nerdy’s shareholder letters below explain our latest products and strategy:

Qualifications:

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/Sa