Senior Program Manager, Sales Enablement (PEO)

About the role

Rippling is seeking a Senior Program Manager, Sales Enablement (PEO) to support its complex and high-impact product areas in PEO, Benefits, and Talent. This role is within the Product Enablement organization and collaborates closely with the VP of Sales for these areas.

Responsibilities

• 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

Requirements

• 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 Experience

• 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