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About the Role

Rippling is seeking a Sr. Program Manager, International Sales Enablement to join our Revenue Enablement team in Toronto, Canada. This role is crucial for ensuring the sales team has the necessary knowledge, skills, and processes to achieve revenue goals, focusing on optimizing learning paths, enablement calendars, and sales execution programs.

Responsibilities

• 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 comms.
• Execute and evaluate program effectiveness to ensure alignment with business objectives.
• Become a domain expert in all things Toronto Sales to have a meaningful impact on strategic decision making.
• Support broader international and global enablement initiatives as needed.
• Partner with the Head of Sales (Toronto) and key stakeholders across Product Marketing, Revenue Operations, and Customer Experience to execute and evaluate program effectiveness.
• Align stakeholders and collaborate with the broader Revenue Enablement team to execute strategies and manage cross-functional initiatives.
• Facilitate sales skills training, including MEDDPICC, prospecting, negotiation, multi-threading, and closing.
• Coach AEs and SDRs on sales skills, processes, and new rollouts, ensuring effective knowledge transfer.
• Oversee multiple enablement projects, ensuring timely execution and alignment with strategic goals.
• Coordinate with cross-functional teams to deliver on strategic initiatives, including those spanning the broader international business.
• 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 and SDR ramp-up and effectiveness.
• Create and update onboarding content for new AEs and SDRs, ensuring relevance and accessibility.
• Develop documentation and reference materials to support the Toronto sales team in quickly finding and adopting sales content.

Requirements

• At least 5 years of relevant experience in Enablement, Program Management, Product Marketing, 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.
• Comfort working across international/global teams and an appreciation for regional nuance in sales contexts.

Skills

• MEDDPICC
• Sales skills training
• Facilitation
• Coaching
• Project Management
• Analytical Skills
• Content Development
• Communication
• Presentation
• Organizational Skills

Location

• Toronto, Canada
• SF

Work Type

• In office 3 days / week

Experience Level

• At least 5 years of relevant experience
• Sr.

Education Level

• Undergraduate degree and/or equivalent work experience required

Salary/Compensations

• Competitive salary + benefits + equity

Benefits

• Competitive salary + benefits + equity

About the Company

• 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.

Equal Opportunity

• 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