Senior Program Manager, Sales Enablement (PEO)

Rippling; San Francisco (CA); On-site; USD 150,000 - 210,000; Full time

Job summary

Rippling is seeking a Senior Program Manager, Sales Enablement (PEO) to support complex product areas across PEO, Benefits, and Talent, partnering with the VP of Sales to drive seller readiness, accelerate ramp time, and ensure adoption.

You will translate technical product launches into clear, scalable training programs, acting as a thought partner to senior sales leadership and collaborating with Product, Marketing, Sales, and RevOps to align on priorities and measure enablement impact.

Qualifications

• 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.

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.

Skills

Sales Enablement

Program management

Cross-functional collaboration

Training program design

Data-driven

Job description

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

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

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 [e-mail]

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.

This role will receive a competitive salary + benefits + equity. The salary for US-based employees will be aligned with one of the ranges below based on location; see which tier applies to your location here.

A variety of factors are considered when determining someone’s compensation- including a candidate’s professional background, experience, and location. Final offer amounts may vary from the amounts listed below.