Senior Learning Experience Designer

See yourself at Twilio

Join the team as Twilio’s next Senior Learning Experience Designer.

About the job

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 (generative text, AI video, code blocks, voice synthesis, automated assessments, and interactive simulation builders) to multiply design output quality and speed.

Responsibilities

In this role, you’ll:

•  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 (e.g. objection-handling exercises, discovery calls, uncovering use case exercise, etc.)  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 (AE, SE, SDR, DSR, etc)), 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 

Twilio values diverse experiences from all kinds of industries, and we encourage everyone who meets the required qualifications to apply. If your career is just starting or hasn't followed a traditional path, don't let that stop you from considering Twilio. We are always looking for people who will bring something new to the table!

*Required:

• 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 (e.g., Gong, Articulate 360, Quantified, AI, Allego).
• Hands-on experience with tools like ElevenLabs, Artlist.Io, RiversideFM, Synthesia, HeyGen, Midjourney, DALL-E, or Runway.
• Advanced proficiency with authoring tools (e.g. Articulate Storyline/Rise, Adobe CC, Google Suite,) integrated with modern AI plugins.
• A demonstrated ability to create engaging, application-based content (we’ll want to see examples of your work!).
• 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 

We prioritize connection and opportunities to build relationships with our customers and each other. For this role, approximately 15% travel is anticipated to help you connect in-person in a meaningful way. 

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. Offerings vary by location.

Compensation

*Please note this role is open to candidates outside of California, Colorado, Hawaii, Illinois, Maryland, Massachusetts, Minnesota, New Jersey, New York, Vermont, Washington D.C., and Washington State. The information below is provided for candidates hired in those locations only.

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.
• This role may be eligible to participate in Twilio’s equity plan and corporate bonus plan. All roles are generally eligible for the following benefits: health care insurance, 401(k) retirement account, paid sick time, paid personal time off, paid parental leave.

The successful candidate’s starting salary will be determined based on permissible, non-discriminatory factors such as skills, experience, and geographic location.

Application deadline information 

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