Sr. Program Manager, Sales Enablement - Learning & Content Architect

About Rippling

Rippling gives businesses one place to run HR, IT, and Finance. It brings together all of the workforce systems that are normally scattered across a company, like payroll, expenses, benefits, and computers. For the first time ever, you can manage and automate every part of the employee lifecycle in a single system.

Take onboarding, for example. With Rippling, you can hire a new employee anywhere in the world and set up their payroll, corporate card, computer, benefits, and even third-party apps like Slack and Microsoft 365—all within 90 seconds.

Based in San Francisco, CA, Rippling has raised $1.4B+ from the world’s top investors—including Kleiner Perkins, Founders Fund, Sequoia, Greenoaks, and Bedrock—and was named one of America's best startup employers by Forbes.

We prioritize candidate safety. Please be aware that all official communication will only be sent from @Rippling.com addresses.

About The Role

We are seeking a Sr. Program Manager, Sales Enablement - Learning + Content Architect to design, govern, and elevate our Go-To-Market (GTM) knowledge engine. This is a highly specialized, hands-on role within the Revenue Enablement team. You won't just oversee file structures, you will actively build high-impact buyer enablement assets, structure our sales enablement systems (Highspot & Confluence), design LMS and live training content, and leverage modern LLMs to code dynamic, branded HTML/iframe experiences for our sales organization.

Note: This role sits directly within our Sales organization and exclusively supports customer-facing teams and revenue generation.

What You Will Do

Content DevelopmentGTM Content Architecture: Design, curate, and govern 'best in class' enablement environments in Highspot (buyer enablement) and Confluence (internal sales knowledge). Hands-on Content Creation: Build visually compelling, highly digestible sales playbooks, pitch decks, live training presentations, and LMS certification modules. Next-Gen Prototyping: Utilize LLMs to draft, code, and deploy custom HTML/iframe experiences directly embedded into enablement pages for interactive sales rep engagement. Content ROI & Findability: Track key engagement metrics across Highspot (buyer usage, rep shares) and Confluence (page views, search bounce rates)Program ManagementGTM Asset Governance: Establish lifecycle management policies, taxonomy standards, and review cadences to keep Highspot and Confluence fresh, searchable, and accurate. Execution & Tracking: Manage multi-phase content rollouts using enablement project trackers, clear action items, and post-launch reviews. Blocker Removal: Proactively identify content gaps, remove delivery roadblocks, and optimize seller findability metrics. Stakeholder ManagementCross-Functional GTM Alignment: Partner closely with Product Marketing, Sales Leadership, and Enablement PMs to align content creation with GTM priorities. Communication & Expectations: Maintain tight async communication (Slack, Google Docs) and structured weekly touchpoints with key business partners. Execution & Pace of DeliveryHigh-Velocity Output: Quickly convert strategic ideas into polished enablement assets at the demanding pace of a high-growth GTM team. Self-Driven Ownership: Fully own projects from initial discovery to deployment, maintaining extreme attention to detail and visual polish

What You Will Need

5+ years of experience in Sales Enablement, Instructional Design, or Learning & Development (L&D), specifically supporting sales or technical teams. High proficiency in Claude or ChatGPT - has built or deployed AI-native enablement tools (content generation, automated workflows, etc)Expert knowledge of L&D principles, curriculum design, and extensive experience administering an enterprise Learning Management SystemProven hands-on proficiency with modern video/AI content creation tools to develop engaging short-form digital learning assets. Exceptional eye for design and content polish, with a demonstrated ability to create visually compelling and usable training and sales materials. Ability to thrive in very fast-paced environments, effectively managing shifting priorities and handling multiple tasks without becoming easily overwhelmed. Exceptional communication, presentation, and organizational skills. Self-starter with a bias towards action. Strong operational excellence skills – understands how to organize chaos, streamline processes, and create efficient workflows.

Additional Information

Rippling is an equal opportunity employer. We are committed to building a diverse and inclusive workforce and do not discriminate based on race, religion, color, national origin, ancestry, physical disability, mental disability, medical condition, genetic information, marital status, sex, gender, gender identity, gender expression, age, sexual orientation, veteran or military status, or any other legally protected characteristics, Rippling is committed to providing reasonable accommodations for candidates with disabilities who need assistance during the hiring process. To request a reasonable accommodation, please email accommodations@rippling.com

Rippling highly values having employees working in-office to foster a collaborative work environment and company culture. For office-based employees (employees who live within a defined radius of a Rippling office), Rippling considers working in the office, at least three days a week under current policy, to be an essential function of the employee's role.