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Handshake · 1 month ago

Senior Learning Designer Lead, Handshake AI

San Francisco, CA

Full-time

Onsite

Senior Level, Lead/Staff

$150K/yr - $160K/yr

7+ years exp

Handshake is building the career network for the AI economy, connecting students, academic institutions, and employers. The Senior Learning Designer Lead will bridge the gap between Operations teams and Fellow success by creating and deploying effective training solutions and helping to establish a strong design culture within the team.

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Responsibilities

Respond to urgent training requests within 24-48 hours by creating project-specific training collateral (playbooks, courses, assessments) and building self-serve resources that transition Operators from dependency to independent training creation

Analyze learning needs and common errors to identify training gaps through investigation of Fellow mistakes, project quality issues, and Operator feedback to develop targeted interventions and scalable solutions

Analyze performance data and iterate on training effectiveness by tracking Fellow quality metrics, completion rates, and satisfaction scores to continuously refine both Fellow training and Operator enablement strategies

Enable Operators to develop coaching and learning capabilities by training them on instructional design principles, feedback techniques, and quality assessment methods that enhance their ability to support Fellow development

Build scalable training infrastructure including template libraries, content design systems, and reusable frameworks that enable Operators to independently create quality training materials while maintaining consistency across projects

Collaborate with senior stakeholders (including leaders of Handshake AI) to understand their needs, build trust, and navigate difficulties

Qualification

Instructional DesignTechnical TrainingAI Training MethodologiesPerformance Data AnalysisCoaching SkillsProject ManagementCollaborationAdaptability

Required

7+ years of deep experience in instructional design and technical training content creation, with demonstrated ability to translate complex technical concepts into effective learning experiences

Proven ability to work in fast-paced, rapidly evolving environments where requirements may change frequently and projects launch with tight deadlines

Background in AI or other STEM disciplines with the technical depth to understand AI training methodologies and their implications

Preferred

Enablement experience strongly preferred—experience in customer success, sales enablement, or technical consulting where you've had to rapidly upskill diverse audiences