Twilio
Direct Greenhouse career site

Principal, Product Learning & Development

Location
Remote (US)
Listed
Today

About the job

Twilio is the world's leading customer engagement platform empowering developers to build modern communication applications and experiences designed to be trusted, simple and smart. Twilio is looking for a Principal, Product Learning & Development to bring our AI first PDLC vision to life and build the capability our product organization needs to deliver it.

Reporting to the Director of Product Strategy & Operations, this role owns how our PMs get better at their craft, and how they learn to do that craft with AI. You'll build the competency model and curriculum that define "how we do product here," then go beyond curriculum by designing and shipping the internal tooling (prompt libraries, agents, PRD generators) that makes a PM measurably faster and sharper. You'll bring our AI first PDLC vision to life, partnering with product and engineering leaders to find where AI genuinely changes the work, and coaching the org through the change.

Responsibilities

We are looking for a leader who brings product, learning, and hands on AI expertise to help:

  • Design and deliver the PM Academy, covering onboarding and ongoing curriculum across PRD writing, discovery, prioritization, roadmapping, and stakeholder influence, each taught with AI in the workflow.
  • Design and help build and facilitate adoption of "PM in a box": ship internal AI tooling such as prompt libraries, agents, and PRD and research generators, as products with users, feedback loops, and adoption targets.
  • Bring the AI first PDLC vision to life and execute against it, partnering with Product leaders to map current workflows and identify the AI and automation opportunities worth pursuing.
  • Run cohort programs for new PMs and newly promoted PM managers, and design tailored programming for different parts of the organization rather than one generic track.
  • Curate the internal playbooks, templates, and documentation that carry "how we do product here," and keep them current as practice changes.
  • Facilitate workshops, office hours, and 1:1 coaching for PMs and PM leaders, building the credibility to coach senior people.
  • Drive AI adoption across the PM org through a champion network that surfaces use cases from inside each team.
  • Measure impact against baselines captured before rollout.

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 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, distilling complex detail into an executive narrative, and explaining technical concepts to audiences without technical backgrounds.
  • Strong facilitation, and the ability to build trust and exchange ideas across organizational boundaries in service of a broader goal.
  • Excellent problem solving and organizational skills.
  • Ability to thrive in a fast paced, evolving, ambiguous environment, with a default to action in order to adapt quickly to changing priorities and requirements.

Desired

  • Master's in computer science or engineering or business administration
  • Hands on experience building AI agents, automated workflows, and internal tooling.
  • Experience leading change management in B2B SaaS
  • Location
  • This role will be remote and based in the USA.

Travel

We prioritize connection and opportunities to build relationships with our customers and each other. For this role, approximately 5-10% travel is anticipated to help you connect in-person in a meaningful way.

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.

The estimated pay ranges for this role are as follows

  • Based in Colorado, Hawaii, Illinois, Maryland, Massachusetts, Minnesota, Vermont or Washington D.C.: $171,120 - $ 213,900
  • Based in New York, New Jersey, Washington State, or California (outside of the San Francisco Bay area): $181,200 - $226,500
  • Based in the San Francisco Bay area, California: $201,280 - $251,600

This role may be eligible to participate in Twilio's equity plan and corporate bonus plan. All roles are generally eligible for the following benefits: health care insurance, 401(k) retirement account, paid sick time, paid personal time off, paid parental leave.

  • The successful candidate's starting salary will be determined based on permissible, non-discriminatory factors such as skills, experience, and geographic location.
  • Applications for this role are intended to be accepted until March 1, 2027, but may change based on business needs.

Twilio thinks big. Do you?

  • We like to solve problems, take initiative, pitch in when needed, and are always up for trying new things.
  • That's why we seek out colleagues who embody our values - something we call Twilio Magic.
  • Additionally, we empower employees to build positive change in their communities by supporting their volunteering and donation efforts.

So, if you're ready to unleash your full potential, do your best work, and be the best version of yourself, apply now! If this role isn't what you're looking for, please consider other open positions..

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..

Hiring and how we work

We use Artificial Intelligence (AI) to help make our hiring process efficient. That said, every hiring decision is made by real Twilions!

Also, while we are a remote-first company, you may be asked to report in person on an ad-hoc basis for team gatherings, functional off-sites or customer meetings..

See yourself at Twilio

Join the team as Twilio's next Principal, Product Learning & Development

Read the original posting

From Twilio's careers page, first listed on Rolev.ai on November 12, 2026. Rolev.ai is not the employer.

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Common questions

Where is the Principal, Product Learning & Development job at Twilio located?

Yes, this Principal, Product Learning & Development opening at Twilio is listed as Remote (US). Always check Twilio's application page for specific state eligibility or relocation policies.

How do I apply for the Principal, Product Learning & Development position at Twilio?

This listing links directly to Twilio's Greenhouse application page. You can apply directly on Twilio's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Greenhouse application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.