Senior Sales Enablement Specialist

Senior Sales Enablement Specialist

Location:

Canada remote Position Summary

The Senior Sales Enablement Specialist is responsible for developing, implementing, and managing programs that improve seller productivity, reinforce sales methodologies, drive tool adoption, and enable consistent execution across the sales organization. This role partners closely with Sales Leadership, Sales Operations, Marketing, Alliances, and Product teams to ensure sellers and managers have the skills, content, tools, and processes necessary to achieve predictable revenue growth.

The Sales Enablement Senior Specialist serves as the bridge between sales strategy and field execution, ensuring that selling standards are translated into practical workflows, learning experiences, content, and coaching programs that drive measurable business outcomes.

• Develop and manage role-based enablement programs for Account Executives (AEs), Client Delivery Partners, and other sales roles.
• Develop and maintain asynchronous learning content and self-paced learning paths.

• Translate sales processes and methodologies into actionable field tools, templates, and guides.
• Deliver ongoing reinforcement programs using micro-learning, practice exercises, and manager coaching resources.

• Own the enablement content lifecycle from creation through retirement.
• Curate, organize, and maintain:
  • Pitch decks
  • Proposal resources
  • Competitive positioning assets
• Partner with subject matter experts to ensure content remains current and relevant.

• Create tool adoption programs, playbooks, and job aids for sales technologies.
• Lead training and communication plans for new tool releases and enhancements.
• Develop role-specific guidance for CRM, AI-enabled tools, and seller productivity platforms.

• Establish and monitor enablement KPIs related to adoption, proficiency, and business impact.
• Partner with Sales Operations to track enablement metrics within CRM and reporting platforms.
• Use data and feedback to continuously improve enablement programs.

• Bachelor's degree in Business, Marketing, Communications, Education, or related field.
• 5+ years of experience in Sales Enablement, Sales Operations, Learning & Development, Revenue Enablement, or related functions
  .
• MUST HAVE experience in a service related consulting organization; preferably a Microsoft Partner.
• Demonstrated experience developing training, onboarding, and sales enablement programs.
• Strong project management and stakeholder management skills.
• Experience working with CRM platforms, sales technologies, and learning management systems.
• Excellent communication, presentation, and facilitation skills.
• Strong analytical and problem-solving capabilities.

• Knowledge of modern sales methodologies and qualification frameworks.
• Experience with AI-enabled productivity and sales tools.
• Familiarity with CRM reporting and sales analytics.

• Step into a high-impact role that builds upon a foundation of deep industry expertise.
• Leverage your reputation and knowledge to drive innovation and transformation for leading organizations.
• Be part of a globally recognized team committed to excellence, collaboration, and growth.

We are an equal opportunity employer. All applicants will be considered for employment without attention to age, race, color, religion, sex, sexual orientation, gender identity, national origin, veteran or disability status.

Base Salary Pay Range*: CAD $80,000 – CAD $120,000

* The current applicable Base Salary Pay Range for this role is a general guideline only and not a guarantee of compensation or salary. Additional factors considered in extending an offer include (but are not limited to) responsibilities of the job, education, experience, knowledge, skills relevant to the role, internal equity, alignment with market data, or other law.

In addition to Base Salary, the successful candidate may be eligible to participate in the following plans / programs, upon satisfying all hiring requirements:

• Annual Bonus Plan
• Medical, Dental and Vision Coverage
• Life Insurance and Disability Programs
• Retirement Savings with Company Match
• Paid Time Off
• Flexible Work Arrangements including Remote Work