Learning Specialist II

Pinterest•San Francisco, CA

2h•$81,921 - $168,660•Remote

About The Position

Pinterest is seeking a Learning Specialist II to support a changing portfolio of People programs through strong operational execution, dependable delivery, and thoughtful participant and stakeholder support. The role supports AI operations, leadership operations, and Basecamp, adapting as business priorities and program needs evolve. The position can be situated anywhere in the country and requires in-office attendance for in-person collaboration once a year.

Requirements

At least 3 years of experience in learning-program operations, learning and development, talent operations, employee experience, or related People-program operations.
Experience managing end-to-end operations for complex programs, including scheduling, logistics, enrollment, communications, and stakeholder support.
Strong program-management and organizational skills, including the ability to prioritize across changing programs and deadlines.
Experience collecting, organizing, and analyzing program or vendor data to assess effectiveness, identify trends, and recommend operational improvements.
Experience partnering with cross-functional teams, facilitators, vendors, and internal stakeholders to deliver aligned, participant-centered experiences.
Strong attention to detail, quality assurance, proactive problem-solving, and process-improvement skills.
Ability to use AI to improve the speed and quality of day-to-day work, with critical evaluation, verification, and responsible handling of sensitive data.
Bachelor’s degree in a relevant field, such as Learning and Development Operations, or equivalent experience.

Responsibilities

Lead end-to-end operations for assigned People programs, including scheduling, enrollment, logistics, participant communications, and stakeholder support.
Establish operating rhythms, work plans, and documentation to support clear ownership, timely delivery, and scalable execution.
Coordinate participant-centered experiences with program owners, cross-functional teams, facilitators, vendors, and internal stakeholders.
Collect, organize, and analyze program-effectiveness and vendor-performance data, and deliver accurate, timely reporting and operational insights.
Provide live-event and production support, troubleshoot issues, and help maintain high-quality experiences for participants and facilitators.
Maintain quality-assurance practices, identify operational friction, and implement repeatable process improvements.
Use AI to accelerate analysis, reporting, documentation, and iteration while verifying accuracy, quality, and appropriate handling of sensitive information.