Senior Enablement Lead - PEO & HR Services Accounts

Senior Enablement Program Manager, PEO Account Management About the role Rippling is looking for a Senior Enablement Program Manager, PEO Account Management to support one of our most strategic and revenue-critical customer segments. This role partners closely with the Sr. Director of PEO & HR Services Account Management (AM) to drive AM readiness, accelerate new hire ramp time, and build the programs that help AMs retain, expand, and grow their customer books of business. You’ll act as a thought partner to senior sales leadership — embedded in the business, fluent in the customer lifecycle, and translating that expertise into enablement programs that have real business impact. That means owning the full enablement program lifecycle: designing onboarding learning paths, developing programs to drive better sales execution, facilitating training sessions, assisting in cross‑functional launches, building the documentation and reinforcement materials, and more. This isn’t an order‑taking role. The ideal candidate thrives in fast‑moving environments, operates at both strategic and executional levels, and isn’t afraid to build from scratch. The best candidate brings ideas to the table first, asks the right questions to diagnose root causes, and drives programs from ambiguity to execution without waiting to be asked. This role reports to the Manager of AM Sales Enablement and works cross‑functionally with Revenue Operations, Marketing, Sales and Customer Experience teams to ensure programs are aligned with business priorities and built to scale. What you will do Partner directly with sales leadership as a strategic enablement thought partner supporting PEO & HR Services Account Management teams Develop domain expertise in all things PEO and HR Services product landscape, competitive differentiation, and customer lifecycle events Design and deliver enablement programs supporting customer lifecycle events, process adoption, change management, and sales execution Build, maintain, and continuously improve onboarding curriculum for new hires, with a focus on reducing time-to‑ramp Analyze data to identify skill gaps across teams and develop targeted enablement initiatives to close them Drive change management and communication strategies for major changes and organizational priorities Collaborate cross‑functionally with Revenue Operations, Marketing, Sales and Customer Experience teams to ensure programs are aligned and land effectively Create scalable enablement programs and content that support rapid company growth What you will need At least 5 years of relevant experience in Sales, Sales Enablement, Program Management, and/or related GTM roles Strong program and project management skills with the ability to manage multiple priorities simultaneously Experience building structured training programs and compelling enablement materials from the ground up Demonstrated ability to work cross‑functionally and influence stakeholders across organizations Highly organized with exceptional operational rigor Proactively identifies opportunities for improvement and drives change without waiting for direction Comfortable operating in ambiguity within a fast‑paced, high‑growth environment Experience managing customer books of business with complex product portfolios is a plus Background in PEO is a plus Qualifications Undergraduate degree and/or equivalent work experience required At least 5 years of relevant experience in Sales, Sales Enablement, Program Management, and/or related GTM roles In office 3 days / week in NYC, SF, or Austin preferred 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 View email address on click.appcast.io. 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, and 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. The pay range for this role is: 145,000 - 180,000 USD per year (US Tier 1) 120,000 - 160,000 USD per year (US Tier 2) 100,000 - 150,000 USD per year (US Tier 3) #J-18808-Ljbffr Rippling