Twilio logo

Senior Learning Experience Designer

Twilio

US · 3-5 years experience · Remote · Posted Oct 8, 2026

At a glance

Experience
3-5 years experience
Workplace
Remote
Location
US

About the role

  • 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 integrated directly into seller workflows.
  • 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.

Requirements

  • 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.

Benefits

  • Competitive pay
  • Generous time off
  • Ample parental and wellness leave
  • Healthcare
  • Retirement savings program
  • Health care insurance
  • 401(k) retirement account
  • Paid sick time
  • Paid personal time off
  • Paid parental leave

Workplace

  • Remote-first work environment.
  • Approximately 15% travel is anticipated to help you connect in-person in a meaningful way.

Skills

  • ChatGPT
  • Claude
  • Gemini
  • Gong
  • Articulate 360
  • Quantified
  • Allego
  • ElevenLabs
  • Artlist.Io
  • RiversideFM
  • Synthesia
  • HeyGen
Show all 15 skills
  • Midjourney
  • DALL-E
  • Runway

Twilio

Senior Learning Experience Designer

Apply now