Senior Program Manager, Talent Development

Twilio · Remote - Canada

  • Senior
  • Full-time
  • Posted 2026-10-29
  • Confirmed live on 30 October 2026

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Job description

Who we are

At Twilio, we’re shaping the future of communications, all 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 strong culture of connection and global inclusion means that no matter your location, 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’re acquiring new skills and experiences that make work feel truly rewarding. Your career at Twilio is in your hands.
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Hiring and how we work

We use Artificial Intelligence (AI) to help make our hiring process efficient. That said, every hiring decision is made by real Twilions!

Also, while we are a remote-first company, you may be asked to report in person on an ad-hoc basis for team gatherings, functional off-sites or customer meetings.
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See yourself at Twilio

Join the team as Twilio’s next Sr. Program Manager, Talent Development

About the job

This position is needed to design and deliver high-impact talent development experiences for Twilions globally, driving skills development and enabling professional excellence. Acting as a strategic thought partner and program lead for flagship development initiatives, you will be a key leader in the evaluation, design, and execution of learning content.

Reporting to the Senior Director of Talent Development, you will support the continued growth of Twilions by architecting and optimizing existing programming while evaluating new tools to empower learning teams across the organization. The ideal candidate operates at a strategic level while staying deeply involved in the details of day-to-day development optimization to enhance employee engagement and retention.

Responsibilities

In this role, you’ll:

• Design, lead, and evolve high-visibility talent development programs that drive continuous growth and professional excellence for all Twilions globally.

• Act as a strategic advisor to HRBPs and senior leaders, establishing an organization-wide mandate to assess capability gaps and deploy targeted learning solutions globally.

• Own the end-to-end lifecycle of flagship development initiatives—from needs assessment and instructional design to global facilitation, impact measurement, and continuous iteration.

• Define and champion a global learning strategy, collaborating with stakeholders to systematically close critical skill gaps across all business units.

• Apply expert-level knowledge of modern learning science and AI-driven tools to architect scalable development experiences that resonate across a diverse, global workforce.

• Maximize global engagement and participation in talent development initiatives through compelling communications, recognition, and robust support for internal career mobility.

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:

• Bachelor’s degree required; advanced degree or professional certifications in HR/OD preferred.

• 10+ years in L&D, program design, and facilitation, with at least 7+ years in digital learning innovation.

• 2+ years of experience specifically applying AI in L&D and 4+ years in instructional design.

• Proven track record managing vendor partnerships and navigating the learning tech ecosystem.

• Strong experience with learning analytics, dashboards, and KPIs to drive data-informed decisions.

• Track record of leading cross-functional pilots from concept to scaled implementation in fast-paced environments.

• Executive presence with the ability to communicate project plans and development outcomes to cross-functional stakeholders.

• Experience managing vendor partnerships in the learning tech ecosystem.

• Comfort operating independently and making high-impact decisions in ambiguous environments.

• Willingness to travel for in-person training (approx. one trip per quarter).

• Proven ability to facilitate training sessions in an engaging, effective, and inclusive manner for diverse global audiences.

Desired:

• Advanced degree in Education, Learning Sciences, Educational Technology, or related field.

• Experience influencing adoption of new technologies in large, complex organizations.

• Exceptional organizational and project management skills

• ​​Ability to effectively prioritize workload and work in a fast-paced, ever-changing culture

Location

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

Travel

We prioritize connection and opportunities to build relationships with our customers and each other. Fo

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