Senior Learning Design Lead

4w4 weeks ago

Handshake

New York City, US · Full-time · $128,000 – $195,000

About this role

Handshake is the career network for the AI economy, trusted by 20 million knowledge workers, 1,600 educational institutions, and 100% of the Fortune 50. As a Senior Learning Design Lead, you'll make quality compound across Handshake AI's portfolio of data projects, reporting to the Head of Learning & Training.

You'll work in two modes: embedded directly with Operations teams on fast launch cycles, and building the systems that carry quality judgment from one project to the next. You'll ship targeted training materials within 24–48 hours to hit Fellow quality and throughput goals, and design playbooks, courses, and assessments that translate complex data annotation requirements into learner-ready experiences.

Beyond individual projects, you'll bring a strong point of view to our design culture — pressure testing work, raising the bar, and acting as a thought partner to teammates on thorny design challenges. You'll also coach designers and Operators to grow their learning design and training craft, helping the whole team get better over time.

This role is central to how the world's leading AI labs get the high-quality data they depend on. You'll work hand-in-hand with world-class AI labs, Fortune 500 partners, and the world's top educational institutions, shaping how every career evolves in the AI economy at global scale.

Requirements

7+ years in instructional design or technical training, with a track record of translating complex technical concepts into effective learning
Practical AI fluency — you use these tools daily and can diagnose and redirect AI-generated content with pedagogical precision
Proven ability to ship training materials on tight deadlines in fast-paced environments where requirements change frequently
Experience driving quality standards across cross-functional teams without formal authority
Strong analytical instincts — you track quality metrics and completion rates to identify gaps and iterate on programs
Background in sales enablement or technical consulting, where you've rapidly upskilled diverse audiences on complex subject matter (bonus)
Experience in AI/ML data operations or human data labeling workflows (bonus)

Responsibilities

Embed with Operations teams launching or scaling live projects, shipping targeted training materials within 24–48 hours to hit Fellow quality and throughput goals
Design and deploy playbooks, courses, and assessments that translate complex data annotation requirements into learner-ready experiences
Work with research and project teams to apply insights from individual projects across similar data types at scale
Strengthen team quality through structured critique that holds a consistent bar across all learning deliverables
Train Operators on instructional design principles, feedback techniques, and quality assessment methods to build lasting coaching capabilities
Drive quality initiatives that align data science, operations, and product partners around a shared quality bar — without formal authority

Benefits

Shape how every career evolves in the AI economy, at global scale, with impact your friends, family, and peers can see and feel
Work hand-in-hand with world-class AI labs, Fortune 500 partners, and the world's top educational institutions
Join a team with leadership from Scale AI, Meta, xAI, Notion, Coinbase, and Palantir, among others
Build a massive, fast-growing business with billions in revenue