Senior Learning Experience Designer

Twilio; Toronto; Remote; CAD 97,000 - 123,000; Full time

Job summary

A leading communications company is seeking a Senior Learning Experience Designer to design and develop sales enablement content. You'll manage complex projects, create impactful training materials, and collaborate with teams to ensure effective delivery. Requires 5+ years in training or sales enablement and proficiency in various learning tools. This is a remote position based in Ontario, Canada, offering competitive salary and benefits.

Benefits

Competitive pay

Generous time off

Healthcare benefits

Retirement savings program

Qualifications

• Proven experience with training and content delivery tools.
• Passion for excellence and high quality in the finished product.

Responsibilities

• Design sales enablement training and course content.
• Manage complex projects end-to-end.
• Translate business priorities into learning objectives.
• Build impactful learner and instructor materials.
• Partner with sales leadership and other stakeholders.
• Leverage data to evaluate effectiveness of training.

Skills

5 years training, sales enablement or related field experience

Direct experience in sales enablement instructional design

Ability to quickly learn new concepts

Proven experience with training and content delivery tools

Excellent interpersonal skills

Self-motivated with ability to multitask

Proficiency with modern learning technologies and tools

Tools

Salesforce

Outreach

Gong

Highspot

Slack

Tableau

Articulate 360

Rise

Storyline

Job description

Who we are

At Twilio we’re shaping the future of communications 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.

Our dedication to remote‑first work and a strong culture of connection and global inclusion means that no matter where you’re located, you’re part of a vibrant team with diverse experiences making a global impact each day. As we continue to revolutionize how the world interacts, we acquire new skills and experiences that make work feel truly rewarding. Your career at Twilio is in your hands.

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

About the job

This position is needed to design and develop sales enablement coursework content and assets. We are looking for someone who is innovative, agile, hands‑on, and comfortable working closely with their enablement peers to ensure applicable and effective training and assets are created and delivered to the field.

Responsibilities

In this role you’ll:

• Design sales enablement training and course content, managing complex projects end‑to‑end
• Translate business priorities and sales strategies into clear learning objectives, experiences, and content that directly improve seller effectiveness
• Build impactful learner and instructor materials and experiences (e‑learnings, presentations, course outlines, background material, instructional materials, exercises, job aids, playbooks, and assessments) using modern instructional design approaches and adult learning principles
• Partner with sales leadership, product marketing, and other enablement stakeholders
• Leverage data and insights to evaluate effectiveness, iterate designs, and demonstrate impact on sales outcomes
• Stay current with learning technology and enablement trends, introducing new tools and approaches that improve efficiency and learner experience/engagement

Qualifications

Twilio values diverse experiences from all kinds of industries and encourages 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

• 5 years training, sales enablement or related field experience
• Direct experience in sales enablement instructional design
• Ability to quickly learn new concepts and thrive in a dynamic rapidly changing environment
• Proven experience with training and content delivery tools
• Experience with Salesforce, Outreach, Gong, Highspot, Slack, Tableau, and other sales enablement tools
• Excellent interpersonal skills; someone who enjoys working with others in a collaborative social environment
• Effective at building and maintaining positive relationships
• Passion for excellence and high quality in the finished product with acute attention to detail
• Self‑motivated with ability to work with little definition and without supervision while multitasking and prioritizing across several projects and initiatives
• Proficiency with modern learning technologies and tools (e.g., Articulate 360, Rise, Storyline, etc.)

Desired

• Experience and understanding of AI tools that support efficient content design/development
• Deep understanding of sales processes, seller workflows, and GTM strategies

Location

This role will be remote and based in Ontario, British Columbia, or Alberta, Canada.

Travel

For this role, approximately 5–10% 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.

The estimated pay ranges for this role are as follows:

• Based in British Columbia: $97,700.00 – $122,100.00

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

Twilio is proud to be an equal‑opportunity employer. We do not discriminate based upon race, religion, color, national origin, sex (including pregnancy, childbirth, reproductive health decisions or related medical conditions), sexual orientation, gender identity, gender expression, 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. We also consider qualified applicants with criminal histories consistent with applicable federal, state, and local law. Qualified applicants with arrest or conviction records will be considered for employment in accordance with the Los Angeles County Fair Chance Ordinance for Employers and the California Fair Chance Act. Additionally Twilio participates in the E‑Verify program in certain locations as required by law.