Principal, Leadership Development Manager

twilioRemotegreenhouse
Posted Date:

September 30, 2025

Employment Type:

Not specified

Work Arrangement:

Remote

Skills & Technologies

People Teampreferred

Contact Information

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.

See yourself at Twilio

Join the team as Twilio’s next Principal, Leadership Development Manager.

About the job

This position is needed to design and deliver high-impact leadership development experiences for Twilio’s global leaders, driving skills development and enabling executive excellence. The role acts as a strategic thought partner and program lead for Twilio’s flagship leadership programs.

Responsibilities

In this role, you’ll:

    • Design, lead, and evolve high-visibility leadership development programs, including executive offerings, aligned to Twilio’s Leadership Expectations and business strategy.
    • Act as a strategic advisor to HRBPs and senior leaders to assess capability gaps and propose targeted development solutions.
    • Champion leadership mobility and growth by integrating development with succession planning, performance, and career systems.
    • Apply expert-level knowledge of learning science and leadership theory to develop solutions that resonate across global audiences.
    • Own program success end-to-end: needs assessment, design, delivery, facilitation, measurement, and iteration.
    • Influence the broader learning agenda by sharing insights and best practices across teams and with executive stakeholders.
    • Manage relationships with external vendors, including selecting vendors, submitting SOWs, and ensuring the quality of learning solutions and content.
    • Facilitate training, team interventions, and learning opportunities.

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 digital learning/learning innovation, including 2+ years applying AI in L&D
    • Strong data fluency; experience with learning analytics, dashboards, and KPIs.
    • Track record of leading cross-functional pilots from concept to scaled implementation.
    • Experience managing vendor partnerships in the learning tech ecosystem.
    • Comfort operating independently and making high-impact decisions in ambiguous environments.
    • Executive presence with the ability to communicate project plans, roadmaps, and development outcomes to senior leadership.

Desired:

    • Advanced degree in Education, Learning Sciences, Educational Technology, or related field.
    • Experience influencing adoption of new technologies in large, complex organizations.
    • Recognized externally as a thought leader in learning innovation.

Location

This role will be remote and based in Ireland or the UK.