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 Ontario, British Columbia or Alberta, Canada. 

Travel 

We prioritize connection and opportunities to build relationships with our customers and each other. For this role, you may be required to travel occasionally to participate in project or team in-person meetings.

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. Based on role, employees may also be eligible for additional compensation and benefits, including but not limited to incentive programs, commissions, equity grants, health and wellness benefits, retirement contributions, and paid time off.

The estimated pay ranges for this role are as follows:

• CAD$120,640.00 - CAD $150,800.00 


• Target Bonus Percentage 17.5%

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