Senior Learning Experience Designer (AI)

Location: Remote in the United States; not eligible for hiring in California, Connecticut, New Jersey, New York, Pennsylvania, or Washington. Approximately 15% travel is expected for customer and team meetings.

Salary: USD 106,320–132,900 for eligible locations; other listed location-based ranges extend up to USD 156,300.

Company

Twilio provides communications solutions that help businesses and developers create personalized customer experiences.

What you will do

• Design AI-enhanced learning journeys, training modules, interactive simulations, and performance support for sales teams.
• Use LLMs, prompt engineering, and AI authoring tools to create learning materials, roleplay scenarios, pitch guides, and enablement sessions.
• Build generative AI roleplay simulations for objection handling, discovery calls, and customer conversations.
• Partner with Sales Leadership, Product Marketing, and Revenue Operations to align learning pathways with competencies, product launches, and sales methodologies.
• Create workflow-integrated FAQs and playbooks and personalized learning paths based on role, tenure, performance data, and skill gaps.
• Measure learning metrics, tool adoption, ramp time, and quota attainment while improving the enablement technology stack and AI usage practices.

Requirements

• 3–5+ years of experience in instructional design, learning experience design, or sales enablement, preferably in B2B SaaS or technology.
• Expert-level prompt engineering with LLMs such as ChatGPT, Claude, or Gemini.
• Experience with AI-enhanced learning platforms, adaptive learning engines, or AI roleplay platforms.
• Hands-on experience with tools such as ElevenLabs, Synthesia, HeyGen, Midjourney, DALL-E, or Runway.
• Advanced proficiency with authoring tools including Articulate Storyline/Rise, Adobe Creative Cloud, and Google Suite.
• Understanding of the B2B sales cycle, buyer personas, revenue metrics, copywriting, and visual communication.

Nice to have

• Experience in a fast-paced B2B SaaS or technology environment.
• Examples of engaging, application-based learning content.
• Early-adopter mindset and experience experimenting with emerging technology.

Culture & Benefits

• Remote-first work with occasional in-person team gatherings, functional off-sites, or customer meetings.
• Healthcare, retirement savings through a 401(k), paid sick and personal time off, parental leave, and wellness leave.
• Competitive pay, with offerings varying by location.
• Potential eligibility for equity and a corporate bonus plan.
• Support for volunteering and charitable giving.

Hiring process

• Applications are intended to be accepted until October 25, subject to change based on business needs.
• Examples of previous work may be requested.