Principal, Product Learning & Development (AI)

Location: Remote and based in the USA; approximately 5–10% travel for in-person customer and team connections.

Estimated annual pay: $171,120–$213,900 in Colorado, Hawaii, Illinois, Maryland, Massachusetts, Minnesota, Vermont, or Washington D.C.; $181,200–$226,500 in New York, New Jersey, Washington State, or California outside the San Francisco Bay Area; $201,280–$251,600 in the San Francisco Bay Area, California.

Company

Twilio is a customer engagement platform that enables businesses and developers to build modern communication applications and personalized customer experiences.

What you will do

• Design and deliver the PM Academy covering onboarding and ongoing development in PRD writing, discovery, prioritization, roadmapping, and stakeholder influence with AI integrated into the workflow.
• Design, build, and drive adoption of internal AI tools including prompt libraries, agents, PRD generators, and research generators.
• Execute the AI-first product development lifecycle vision by mapping product workflows and identifying valuable AI and automation opportunities.
• Run cohort programs for new product managers and newly promoted product management leaders, with tailored programming for different organizational groups.
• Maintain product playbooks, templates, and documentation; facilitate workshops, office hours, and one-to-one coaching.
• Drive AI adoption through a product management champion network and measure impact against pre-rollout baselines.

Requirements

• Bachelor’s degree in business, computer science, a related field, or equivalent practical experience.
• 8+ years of experience across product management, consulting, program management, learning and development, or enablement.
• Experience leading programs or product operations for B2B SaaS, PaaS, or an equivalent environment.
• Outstanding written and verbal communication, including distilling complex details into executive narratives and explaining technical concepts to nontechnical audiences.
• Strong facilitation skills and the ability to build trust and exchange ideas across organizational boundaries.
• Excellent problem-solving and organizational skills.
• Ability to work effectively in a fast-paced, evolving, ambiguous environment with a bias toward action and changing priorities.
• Must be based in the USA.

Nice to have

• Master’s degree in computer science, engineering, or business administration.
• Hands-on experience building AI agents, automated workflows, and internal tooling.
• Experience leading change management in B2B SaaS.

Culture & Benefits

• Remote-first work with occasional in-person team gatherings, functional off-sites, or customer meetings.
• Competitive pay, equity plan and corporate bonus plan eligibility.
• Healthcare insurance, 401(k), paid sick time, paid personal time off, paid parental leave, wellness leave, and generous time off.
• Twilio promotes initiative, experimentation, collaboration, inclusion, and community volunteering.

Hiring process

• Applications are intended to be accepted until March 1, 2027, subject to change based on business needs.
• Twilio uses AI to support hiring efficiency, but hiring decisions are made by employees; a formal interview process is required.