Senior Program Manager - SMB AE Enablement

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

As a Senior Program Manager, SMB AE Enablement, you will help our SMB Account Executives ramp faster, execute effective sales cycles, and win more business. You will partner closely with SMB Sales leadership and cross-functional stakeholders to identify performance gaps and build programs that improve sales execution.

You will own the end-to-end lifecycle of your programs, including analysis, project management, content development, execution, reinforcement, and measurement. If you have a passion for enabling winning teams, working in fast-paced environments, and collaborating to drive measurable results, this is the job for you.

On a typical day, you will review sales calls, analyze performance data, align with sales leaders on priorities, and develop practical training and resources. We’re looking for a self-motivated, detail-oriented program manager who can translate business needs into programs that AEs apply in their day-to-day selling.

What you will do

Own SMB AE enablement programs

• Develop and manage end-to-end enablement programs, including onboarding, ongoing skills development, playbooks, and certifications.
• Build programs tailored to the pace and complexity of SMB selling, helping AEs manage a high volume of opportunities while delivering effective buyer conversations.
• Reinforce learning through practice, coaching, and manager involvement to drive sustained changes in sales behavior.

Partner with sales leadership and cross-functional stakeholders

• Partner with SMB Sales leadership to identify performance gaps, prioritize enablement needs, and align programs to business objectives.
• Collaborate with Revenue Operations, Product Marketing, and the broader Revenue Enablement team to deliver cross-functional initiatives and product launches.
• Equip frontline managers with tools and coaching guidance to reinforce training and hold their teams accountable for adoption.

Facilitate training and coaching

• Facilitate training on discovery, qualification, business impact, product demonstrations, competitive positioning, objection handling, negotiation, and closing.
• Help AEs strengthen deal execution, including identifying decision-makers, establishing timelines, and securing clear next steps.
• Incorporate call reviews, role-plays, and live deal examples to make training practical and immediately applicable.

Manage enablement projects

• Oversee multiple enablement projects, ensuring clear scope, stakeholder alignment, and timely execution.
• Coordinate cross-functional deliverables and communicate progress, risks, and decisions.
• Adapt programs as business priorities and field needs evolve.

Use data to diagnose gaps and measure impact

• Analyze sales performance, call recordings, and field feedback to identify opportunities for improvement.
• Measure program adoption and effectiveness against relevant outcomes, including ramp time, stage conversion, win rate, sales cycle length, and quota attainment.
• Use findings to refine programs and recommend where enablement can have the greatest impact.

Develop practical sales content

• Create and update onboarding content that prepares new SMB AEs to manage the full sales cycle.
• Develop playbooks, discovery guides, demo frameworks, objection-handling resources, and job aids that support execution.
• Keep resources current, accessible, and easy for AEs to use in the flow of their work.

What you will need

• At least 3 years of relevant experience in Enablement, Program Management, Product Marketing, Sales Operations, and/or Sales.
• Strong understanding of full-cycle B2B SaaS sales, including discovery, qualification, demos, deal management, negotiation, and closing; experience supporting or selling into SMB customers is preferred.
• Ability to translate sales performance gaps into practical enablement programs with clear success measures.
• Ability to thrive in a fast-paced environment, manage shifting priorities, and deliver multiple projects.
• A strategic mindset with the ability to navigate ambiguity and turn ideas into action.
• Strong problem-solving skills and the ability to build productive partnerships across teams.
• Exceptional communication, presentation, and facilitation skills.
• A self-starter mindset with a bias toward action and ownership.
• Strong operational skills, including organizing complex work, streamlining processes, and building repeatable 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 [email protected]

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.

The final compensation offered to a successful candidate will depend on several factors, including but not limited to, location, experience, education, training, and business need. This position may also be eligible for bonuses, commissions, and/or equity, subject to applicable plan documents and company policy. Successful candidates hired for this role may also be eligible to participate in the company's benefits programs, which may include, medical, dental, vision, life insurance, retirement benefits, and/or paid time off, as determined by company policy.