Senior Program Manager Upmarket Sales Enablement (Remote)

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 $1.2B 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 Sr. Enablement Program Manager – Enterprise, you will be focused on ensuring the success of our Enterprise and Strategic AE Team. You will partner closely with stakeholders across the business to help bring enablement programs to life and across the finish line. In this role, you will be responsible for 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 love to collaborate – this is the job for you.

On a typical day, you will collaborate with stakeholders to identify gaps and align a path forward, review sales calls, document processes, and create a plan for an upcoming training or project you will lead. We’re looking for a self-motivated and detail-oriented, who is passionate about driving the success of others and getting things done.

What You’ll Do:

Program Manage & Own Enablement Functional Expertise:

Develop and manage end-to-end Enterprise Account Executive (AE) enablement programs, including curriculum design, playbook development, and certification processes.

You will Execute and evaluate program effectiveness to ensure alignment with business objectives

Communication & Stakeholder Management:

Partner with the VP of Enterprise Sales and key stakeholders across Product Marketing, Revenue Operations, and Customer Experience to execute and evaluate program effectiveness to ensure alignment with business objectives

Align stakeholders and collaborate with the broader Revenue Enablement team to execute strategies and manage cross-functional initiatives.

Presentation / Facilitation Skills:

Facilitate sales skills training, including MEDDPICC, negotiation, multi-threading, and closing.

Coach AEs on sales skills, processes, and new rollouts, ensuring effective knowledge transfer.

Project Management:

Oversee multiple enablement projects, ensuring timely execution and alignment with strategic goals.

Coordinate with cross-functional teams to deliver on strategic initiatives.

Analytical Skills:

Review and analyze data to inform enablement recommendations based on business gaps.

Interpret key performance metrics to identify opportunities for impact and ensure rapid AE ramp-up and effectiveness.

Content Development:

Create and update onboarding content for new Enterprise AEs, ensuring relevance and accessibility.

Develop documentation and reference materials to support AE teams in quickly finding and adopting sales content.

What You Will Need

• At least 5 years of relevant experience in Enablement, Program Management, Product Marketing, Sales Operations and / or Sales.
• Ability to thrive in very fast-paced environments, effectively managing shifting priorities and handling multiple tasks without becoming easily overwhelmed
• Strategic mindset with an ability to navigate ambiguity
• An aptitude for problem-solving and working cross-functionally with others
• Knowledge of MEDDPICC, sales skills training, and best practices for facilitating engaging sessions and conducting reinforcement
• Exceptional communication, presentation, and organizational skills
• Self-starter with a bias towards action
• Strong operational excellence skills – understands how to organize chaos, streamline processes, and create workflows to support more efficient working processes.

Even if you don’t meet all of the requirements listed here, we still encourage you to apply. Skills can be used in lots of different ways and your life and professional experience may be relevant beyond what a list of requirements will capture.

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 accommodations@rippling.com.

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 40 mile 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.

The pay range for this role is:

105,000 – 183,750 USD per year(US Tier 1)

94,500 – 165,375 USD per year(US Tier 2)

89,250 – 156,188 USD per year(US Tier 3)