Senior Program Manager, Talent Development (AI)

Location: Remote, based in Ontario, British Columbia, or Alberta, Canada; occasional travel for in-person training, project meetings, or team gatherings, approximately one trip per quarter.

Salary: CAD 99,760–124,700; target bonus percentage 15%.

Company

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

What you will do

• Design, lead, and evolve high-visibility global talent development programs.
• Advise HR business partners and senior leaders on capability gaps and targeted learning solutions.
• Own development initiatives from needs assessment and instructional design through facilitation, impact measurement, and iteration.
• Define a global learning strategy and collaborate across business units to close critical skill gaps.
• Apply learning science and AI-driven tools to build scalable development experiences.
• Increase engagement through communications, recognition, and support for internal career mobility.

Requirements

• Bachelor’s degree required; advanced degree or professional HR/OD certifications are preferred.
• 10+ years of experience in learning and development, program design, and facilitation, including at least 7+ years in digital learning innovation.
• At least 2 years applying AI in learning and development and 4+ years in instructional design.
• Proven experience managing vendor partnerships and navigating the learning technology ecosystem.
• Strong experience with learning analytics, dashboards, and KPIs for data-informed decisions.
• Experience leading cross-functional pilots from concept through scaled implementation in fast-paced environments.
• Executive presence and ability to communicate project plans and development outcomes to cross-functional stakeholders.
• Ability to operate independently and make high-impact decisions in ambiguous environments.
• Willingness to travel for in-person training, approximately one trip per quarter.
• Ability to facilitate engaging, effective, and inclusive training for diverse global audiences.

Nice to have

• Advanced degree in Education, Learning Sciences, Educational Technology, or a related field.
• Experience influencing adoption of new technologies in large, complex organizations.
• Exceptional organizational and project management skills.
• Ability to prioritize workload effectively in a fast-paced, changing environment.

Culture & Benefits

• Remote-first work with occasional in-person team, project, customer, or functional off-site meetings.
• Competitive pay, generous time off, parental and wellness leave, healthcare, and a retirement savings program.
• Potential eligibility for incentive programs, equity grants, health and wellness benefits, retirement contributions, and paid time off, depending on the role and location.
• Support for volunteering and donation efforts.

Hiring process

• Applications are reviewed through a process that includes formal interviews; Twilio does not make offers without a formal interview process.