Principal, Product Learning – Development

Twilio

. Design and deliver the PM Academy covering onboarding and ongoing curriculum across PRD writing, discovery, prioritization, roadmapping, and stakeholder influence with AI in the workflow .

Posted 11/12/2026full-timeRemote • United StatesLead💰 $171,120 - $251,600 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in product management and AI integration, with a strong focus on designing and delivering tailored training programs and internal tooling. Proven ability to facilitate change management and drive AI adoption across diverse teams in a fast-paced environment.

Highest-signal resume keywords

Product ManagementAI Tooling DevelopmentChange ManagementB2B SaaS ExperienceFacilitation Skills

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

PRD WritingWorkflow MappingAutomated WorkflowsAI Agents DevelopmentCurriculum DesignProgram ManagementStakeholder InfluenceImpact MeasurementTechnical Concept ExplanationOrganizational Skills

Soft Skills

Outstanding CommunicationProblem-SolvingTrust BuildingAdaptabilityFacilitation

Tools & Technologies

Prompt LibrariesResearch GeneratorsInternal Product PlaybooksTemplatesDocumentation

Certifications & Qualifications

Bachelor’s DegreeMaster’s Degree in Computer ScienceMaster’s Degree in EngineeringMaster’s Degree in Business Administration

Industry Keywords

B2B SaaSPaaSProduct OperationsLearning and DevelopmentEnablement

About the role

Key responsibilities & impact

Design and deliver the PM Academy covering onboarding and ongoing curriculum across PRD writing, discovery, prioritization, roadmapping, and stakeholder influence with AI in the workflow
Design, build, and facilitate adoption of internal AI tooling such as prompt libraries, agents, and PRD and research generators
Execute Twilio’s AI-first product development lifecycle vision with Product leaders
Map current workflows and identify AI and automation opportunities
Run cohort programs for new PMs and newly promoted PM managers
Design tailored programming for different parts of the organization
Curate and maintain internal product playbooks, templates, and documentation
Facilitate workshops, office hours, and 1:1 coaching for PMs and PM leaders
Drive AI adoption through a product management champion network
Measure impact against pre-rollout baselines
Partner with product and engineering leaders to coach the organization through change

Requirements

What you’ll need

Bachelor’s degree in Business, Computer Science, a related field or equivalent practical experience
8+ years of experience across product management, consulting, program management, L&D or enablement
Experience leading programs or product operations for B2B SaaS, PaaS or equivalent
Outstanding written and verbal communication that drives executional impact at scale
Ability to distill complex detail into an executive narrative
Ability to explain technical concepts to audiences without technical backgrounds
Strong facilitation skills
Ability to build trust and exchange ideas across organizational boundaries
Excellent problem-solving and organizational skills
Ability to thrive in a fast-paced, evolving, ambiguous environment
Master’s in computer science, engineering or business administration is desired
Hands-on experience building AI agents, automated workflows, and internal tooling is desired
Experience leading change management in B2B SaaS is desired

Benefits

Comp & perks

Competitive pay
Generous time off
Ample parental and wellness leave
Healthcare
Retirement savings program
Equity plan eligibility
Corporate bonus plan eligibility
Health care insurance
401(k) retirement account
Paid sick time
Paid personal time off
Paid parental leave
Support for employee volunteering and donation efforts