Sr. Program Manager, Talent Development Remote

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.

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

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.

• Design, lead, and evolve high-visibility talent development programs, including individual contributor offerings, aligned to business and talent strategies.
• Act as an advisor to HRBPs and senior stakeholders to assess capability gaps and propose targeted development solutions.
• Own program success end-to-end from needs assessment and instructional design (ADDIE/SAM) to global facilitation, measurement, and iteration.
• Define a global learning content strategy and operationalize it via a Twilio-wide Learning Council to address critical skill gaps.
• Apply expert-level knowledge of learning science and AI to develop solutions that resonate across global audiences.
• Act as the primary lead for the external learning ecosystem. This includes selecting vendors, negotiating contracts/SOWs, and ensuring the quality and integration of all outsourced learning solutions.
• Drive participation in development programs through effective communication, incentives, and support for internal career mobility.

• 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).
• 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

This role will be remote and based in Canada.

We prioritize connection and opportunities to build relationships with our customers and each other. For this role, you may be required to travel…