Senior Program Manager, International Sales Enablement

Senior Program Manager, International Sales Enablement

Rippling, New York, New York, United States – Executive/Management

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.

Rippling is looking for a Sr. Program Manager, International Sales Enablement to join our Revenue Enablement team in Toronto, Canada.

Responsibilities include developing and managing end‑to‑end sales enablement programs, optimizing new hire learning paths, architecting the enablement calendar, facilitating training programs, supporting global initiatives, and collaborating cross‑functionally.

• Program Manage & Own Enablement Functional Expertise: Develop and manage end‑to‑end sales enablement programs for AEs and SDRs in the Toronto region, including onboarding LPs, everboarding programs, sales documentation, and ongoing communications.
• Communication & Stakeholder Management: Partner with the Head of Sales (Toronto) and stakeholders across Product Marketing, Revenue Operations, and Customer Experience to execute and evaluate program effectiveness.
• Presentation / Facilitation
  
  Skills:
  
  Facilitate sales skills training: MEDDPICC, prospecting, negotiation, multi‑threading, closing; coach AEs and SDRs on training and new rollouts.
• Project Management: Oversee multiple enablement projects, coordinate with cross‑functional teams, and deliver strategic initiatives.
• Analytical
  
  Skills:
  
  Review and analyze data to inform recommendations and interpret performance metrics.
• Content Development: Create and update onboarding content, develop documentation and reference materials for the Toronto sales team.

• At least 5 years of relevant experience in Enablement, Program Management, Product Marketing, and/or Sales.
• Ability to thrive in fast‑paced environments, manage shifting priorities.
• Strategic mindset and aptitude for problem‑solving across functions.
• Knowledge of MEDDPICC and sales training best practices.
• Exceptional communication, presentation, and organizational skills.
• Self‑starter with bias toward action.
• Strong operational excellence skills.
• Comfort working across international/global teams with appreciation for regional nuance.

• Undergraduate degree and/or equivalent work experience required.
• At least 5 years of relevant experience in Enablement, Program Management, Product Marketing, and/or Sales.
• AE, SDR, quota‑carrying or enablement experience preferred.
• In‑office 3 days per week in SF or Toronto preferred.

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

Rippling highly values office work; employees located within a defined radius of a Rippling office are expected to work in‑office at least three days a week.

This role will receive a competitive salary + benefits + equity. Salary ranges:

• USD: 108,000 – 180,000 per year (US)
• CAD: 99,000 – 165,000 per year (Canada)