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Senior Program Manager, SMB AE Enablement

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: Rippling
Full Time position
Listed on 2026-10-19
Job specializations:
  • Business
    Operations Management
  • Management
    Operations Management
Salary/Wage Range or Industry Benchmark: 108000 - 180000 USD Yearly USD 108000.00 180000.00 YEAR
Job Description & How to Apply Below
Senior Program Manager, SMB AE Enablement About this position 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 @  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.
  • 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…
Position Requirements
10+ Years work experience
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