[Hiring] Senior Learning Experience Designer @Twilio

Role Description

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.

The ideal candidate is an agile instructional designer who actively tests, adopts, and masters modern AI design tools to multiply design output quality and speed.

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.
• 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 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.
• 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 to help you connect in-person in a meaningful way.

Benefits

• Competitive pay
• Generous time off
• Ample parental and wellness leave
• Healthcare
• Retirement savings program
• And much more

Compensation

The estimated pay ranges for this role are as follows:

• Based in Colorado, Hawaii, Illinois, Maryland, Massachusetts, Minnesota, Vermont or Washington D.C.: 106,320.00 - 132,900.00.
• Based in New York, New Jersey, Washington State, or California (outside of the San Francisco Bay area): 112,560.00 - 140,700.00.
• Based in the San Francisco Bay area, California: 125,040.00 - 156,300.00.

Application Deadline

Applications for this role are intended to be accepted until October 25th but may change based on business needs.

Company Description

Twilio is proud to be an equal opportunity employer. We do not discriminate based upon race, religion, color, national origin, sex, sexual orientation, gender identity, age, status as a protected veteran, status as an individual with a disability, genetic information, political views or activity, or other applicable legally protected characteristics.