Description
At Twilio, we're shaping the future of communications, all from the comfort of our homes. We deliver innovative solutions to hundreds of thousands of businesses and empower millions of developers worldwide to craft personalized customer experiences.
Join the team as Twilio's next Senior Learning Experience Designer. This position is needed within our Learning Experience Design team which is the engine that helps our GTM organization achieve their revenue goals. We are seeking an innovative Senior Learning Experience Designer to revolutionize how our global sales team learns, adapts, and executes.
In this role, you will bridge instructional design, sales effectiveness, strategic priorities, and cutting-edge artificial intelligence. You won't just create training modules,you will design high-impact, AI-enhanced learning journeys, a range of modalities to match the sellers' needs, interactive simulations, and performance support tools that shorten ramp times and drive revenue.
Responsibilities:
- Leverage AI authoring tools, large language models (LLMs), and prompt engineering to rapidly draft, iterate, and refine learning materials, roleplay scenarios, pitch guides, and sessions.
- Build AI-driven roleplay simulations where sales reps can practice realistic customer conversations with generative AI personas.
- Develop content into enablement that is driven by adult learning theory; enablement modalities are selected based on what best supports the seller.
- Collaborate with Sales Leadership, Product Marketing, and Revenue Operations to map learning pathways directly to seller competencies, product launches, and strategic sales methodologies.
- Design just-in-time performance support assets (FAQs, Playbooks) integrated directly into seller workflows (CRM, Slack/Teams, Sales Engagement platforms).
- Transform complex product specifications and market insights/positioning frameworks into easily digestible, highly actionable learning experiences.
- Design dynamic, personalized learning paths based on rep tenure, role, performance data, and skill gaps.
- Implement AI-based automated feedback loops that evaluate sales reps' video pitches, call recordings, and written communications.
- Continually research, test, and integrate emerging AI tools and software into the enablement tech stack to accelerate enablement development cycles, increase outcome quality, and increase enablement impact.
- Establish guidelines, prompt libraries, and best practices for the team's ethical and effective use of AI design tools.
- Monitor learning metrics, tool adoption, sales ramp time, and quota attainment to continually optimize enablement programs.
Qualifications:
- 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 level familiarity/building with modern AI-enhanced L&D platforms, adaptive learning engines, and/or AI roleplay platforms.
- Hands-on experience with tools like ElevenLabs, Artlist.Io, RiversideFM, Synthesia, HeyGen, Midjourney, DALL-E, or Runway.
- Advanced proficiency with authoring tools integrated with modern AI plugins.
- A demonstrated ability to create engaging, application-based content.
- Understanding of the B2B sales cycle, buyer personas, and revenue metrics.
- Early adopter mentality with a passion for experimenting with emerging tech to automate tedious tasks and maximize creative output.
- Strong copywriting and visual communication skills tailored specifically to high-performing sales audiences.
Location: This role will be remote, but is not eligible to be hired in CA, CT, NJ, NY, PA, WA.
Travel: Approximately 15% travel is anticipated.
What We Offer: Working at Twilio offers many benefits, including competitive pay, generous time off, ample parental and wellness leave, healthcare, a retirement savings program, and much more.