Senior Program Manager, Sales Enablement (PEO)

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

Rippling is looking for a Senior Program Manager, Sales Enablement (PEO) to support one of our most complex and high-impact product areas across PEO, Benefits, and Talent.

This role sits within the Product Enablement organization and partners closely with the VP of Sales for PEO/Benefits/Talent to drive seller readiness, accelerate ramp time, and ensure successful product adoption across revenue teams.

The ideal candidate thrives in fast-moving environments, enjoys operating at both strategic and executional levels, and excels at translating complex, technical products into clear, actionable training programs.

You will act as a thought partner to senior sales leadership, deeply understand product launches and competitive positioning, and design scalable enablement programs that directly impact revenue outcomes.

This role reports to the Manager of Product Enablement and works cross-functionally with Product, Marketing, Sales Leadership, and RevOps.

What you will do

• Partner directly with Sales leadership as a strategic enablement thought partner supporting PEO, Benefits, and Talent teams
• Develop deep expertise in Rippling’s PEO landscape, competitive differentiation, and product ecosystem
• Design and deliver training programs supporting product launches, messaging adoption, change management, and sales execution
• Build, maintain, and continuously improve onboarding curriculum for new hires
• Identify skill gaps across revenue teams and develop targeted enablement initiatives
• Drive change management and communication strategies for major launches and organizational priorities
• Collaborate cross-functionally with Product, Marketing, Sales, and RevOps teams to ensure alignment
• Improve seller productivity by reducing time-to-ramp and improving retention outcomes
• Create scalable enablement infrastructure that supports rapid company growth

What you will need

• 5+ years of experience in Sales, Sales Enablement, Product Marketing, or related GTM roles
• Strong program and project management skills with the ability to manage multiple priorities simultaneously
• Experience building structured training programs and enablement materials
• Demonstrated ability to work cross-functionally and influence stakeholders across organizations
• Highly organized with exceptional operational rigor
• Ability to proactively identify opportunities for improvement and drive change
• Comfortable operating in ambiguity within a fast-paced environment

Preferred Qualifications

• Experience working in or supporting a PEO, HR Tech, Payroll, Benefits, or Insurance go-to-market organization
• Background supporting multiple seller personas
• Experience supporting technical or complex product portfolios
• Strong analytical mindset with experience measuring enablement impact through data
• Experience partnering directly with executive-level sales leadership

Additional Information

Rippling is an equal opportunity emplo