
Principal, Product Learning & Development
Twilio
2m ago • Remote
Senior
Remote
171,120 - 251,600 USD/yr
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Potential salary for Principal, Product Learning & Development role
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$171,120 – $251,600/year
Quick Facts
Role: Principal, Product Learning & Development
Reporting to: Director of Product Strategy & Operations
Work model: Remote (USA), with approximately 5–10% travel
Description
Own how product managers improve their craft and learn it using an AI-first product learning and development approach. Build the PM competency model and curriculum, then design and ship internal AI tooling (prompt libraries, agents, and PRD generators) that makes PMs measurably faster and sharper. Partner with product and engineering leaders, run cohort programs, and measure impact against pre-rollout baselines.
Responsibilities
Design and deliver the PM Academy (onboarding and ongoing curriculum) covering PRD writing, discovery, prioritization, roadmapping, and stakeholder influence—taught with AI in the workflow.
Design and help build and facilitate adoption of PM in a box by shipping internal AI tooling such as prompt libraries, agents, and PRD and research generators, with users, feedback loops, and adoption targets.
Execute the AI-first PDLC vision by mapping current workflows and identifying the AI and automation opportunities worth pursuing.
Run cohort programs for new PMs and newly promoted PM managers, and tailor programming for different parts of the organization.
Curate and keep current internal playbooks, templates, and documentation that define “how we do product here.”
Facilitate workshops, office hours, and 1:1 coaching for PMs and PM leaders.
Drive AI adoption across the PM organization via a champion network that surfaces use cases from inside each team.
Measure impact against baselines captured before rollout.
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, 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, including executive narrative writing and explaining technical concepts to non-technical audiences.
Strong facilitation skills and 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 with a bias for action.
Benefits
Competitive pay, generous time off, parental and wellness leave.
Healthcare and a retirement savings program.
Eligibility for equity plan and corporate bonus plan (role-dependent).
Generally eligible benefits: health care insurance, 401(k), paid sick time, paid personal time off, and paid parental leave (details vary by location).
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