Senior Learning Experience Designer

Twilio

. Leverage AI authoring tools, large language models, and prompt engineering to draft, iterate, and refine learning materials, roleplay scenarios, pitch guides, and sessions .

Posted 10/8/2026full-timeRemote • United StatesSenior💰 $106,320 - $132,900 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Expertise in instructional design and learning experience design, with a strong focus on AI-driven content creation and sales enablement strategies. Proficient in leveraging modern AI tools and methodologies to enhance learning pathways and performance support for B2B sales teams.

Highest-signal resume keywords

Prompt Engineering Using LLMsInstructional DesignAI-Enhanced Learning PlatformsSales EnablementCopywriting and Visual Communication

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Instructional DesignLearning Experience DesignPrompt EngineeringContent GenerationCurriculum DesignPerformance Support DesignData AnalysisSales MethodologiesAdaptive Learning EnginesEngaging Content Creation

Soft Skills

CollaborationCommunicationCreativityAdaptabilityProblem-Solving

Tools & Technologies

Articulate StorylineAdobe CCGoogle SuiteGongArticulate 360Quantified AIAllegoElevenLabsSynthesiaMidjourney

Industry Keywords

B2B SaaSSales EnablementAdult Learning TheoryLearning MetricsSales CycleBuyer PersonasRevenue MetricsAI ToolsRoleplay SimulationsLearning Pathways

About the role

Key responsibilities & impact

Leverage AI authoring tools, large language models, and prompt engineering to draft, iterate, and refine learning materials, roleplay scenarios, pitch guides, and sessions
Build AI-driven roleplay simulations for realistic customer conversations
Develop adult-learning-theory-driven enablement using appropriate modalities
Collaborate with Sales Leadership, Product Marketing, and Revenue Operations to align learning pathways with seller competencies, product launches, and sales methodologies
Design just-in-time performance support assets such as FAQs and playbooks for CRM, Slack/Teams, and sales engagement platforms
Transform complex product specifications and market insights into actionable learning experiences
Design personalized learning paths based on rep tenure, role, performance data, and skill gaps
Implement AI-based feedback loops evaluating video pitches, call recordings, and written communications
Research, test, and integrate emerging AI tools into the enablement technology stack
Establish AI design-tool guidelines, prompt libraries, and best practices
Monitor learning metrics, tool adoption, sales ramp time, and quota attainment to optimize enablement programs

Requirements

What you’ll need

3–5+ years of experience in instructional design, learning experience design (LXD), or sales enablement—preferably within a fast-paced B2B SaaS or technology environment
Expert-level mastery of prompt engineering using LLMs (ChatGPT, Claude, Gemini) for curriculum design, scenario building, and content generation
Intermediate familiarity/building with modern AI-enhanced L&D platforms, adaptive learning engines, and/or AI roleplay platforms (e.g., Gong, Articulate 360, Quantified AI, Allego)
Hands-on experience with ElevenLabs, Artlist.Io, RiversideFM, Synthesia, HeyGen, Midjourney, DALL-E, or Runway
Advanced proficiency with authoring tools such as Articulate Storyline/Rise, Adobe CC, and Google Suite, integrated with modern AI plugins
Demonstrated ability to create engaging, application-based content, with work examples
Understanding of the B2B sales cycle, buyer personas, and revenue metrics
Early adopter mentality and passion for experimenting with emerging technology
Strong copywriting and visual communication skills tailored to high-performing sales audiences
Role is not eligible to be hired in California, Connecticut, New Jersey, New York, Pennsylvania, or Washington

Benefits

Comp & perks

Competitive pay
Generous time off
Ample parental and wellness leave
Healthcare
Retirement savings program
Equity plan eligibility
Corporate bonus plan eligibility
401(k) retirement account
Paid sick time
Paid personal time off
Paid parental leave
Approximately 15% travel to connect in person
Volunteering and donation support