Senior Sales Enablement Specialist

Accountabilities:

• • Develop and manage role-based sales enablement and readiness programs for Account Executives, Client Delivery Partners, and other sales roles.
  • Create asynchronous learning content, self-paced learning paths, onboarding materials, and ongoing development programs.
  • Translate sales methodologies, processes, and standards into practical field tools, templates, playbooks, guides, and job aids.
  • Deliver reinforcement initiatives through micro-learning, practice exercises, manager coaching resources, and targeted communications.
  • Own the full enablement content lifecycle, from creation and publication through maintenance, optimization, and retirement.
  • Curate and maintain sales resources including pitch decks, proposal materials, competitive positioning assets, and other field-facing content.
  • Collaborate with subject matter experts and cross-functional stakeholders to ensure enablement materials remain accurate, relevant, and aligned with business priorities.
  • Develop tool adoption programs and playbooks for CRM platforms, AI-enabled solutions, and seller productivity technologies.
  • Lead training and communication plans for new sales technology releases, enhancements, and process changes.
  • Establish role-specific guidance that enables sellers and managers to effectively use CRM, AI, and other sales productivity platforms.
  • Define and monitor enablement KPIs covering adoption, proficiency, engagement, and business impact.
  • Partner with Sales Operations to track enablement performance through CRM and reporting platforms.
  • Use quantitative data, qualitative feedback, and field insights to continuously improve enablement programs and demonstrate business value.
  • Manage multiple enablement initiatives while maintaining strong stakeholder relationships and alignment with broader sales objectives.

  Requirements

  • Bachelor’s degree in Business, Marketing, Communications, Education, or a related discipline.
  • 5+ years of professional experience in Sales Enablement, Sales Operations, Revenue Enablement, Learning & Development, or a related function.
  • Required experience working within a service-oriented consulting organization; experience with a Microsoft Partner is strongly preferred.
  • Demonstrated experience designing and delivering sales training, onboarding, readiness, and enablement programs.
  • Strong project management skills, including the ability to coordinate multiple initiatives, timelines, stakeholders, and deliverables.
  • Proven stakeholder management skills and the ability to build productive relationships with sales leaders, operations teams, marketing, product groups, alliances, and subject matter experts.
  • Experience working with CRM platforms, sales technologies, and learning management systems.
  • Excellent written and verbal communication skills, with strong presentation, facilitation, and storytelling capabilities.
  • Strong analytical and problem-solving skills, with the ability to translate data and feedback into actionable improvements.
  • Knowledge of modern sales methodologies and qualification frameworks is preferred.
  • Experience with AI-enabled productivity and sales tools is an advantage.
  • Familiarity with CRM reporting, sales analytics, and enablement performance measurement is beneficial.
  • Ability to work independently in a remote environment while collaborating effectively with distributed teams.
  • Strong organizational skills, attention to detail, and a continuous-improvement mindset.

  Benefits

  • Base salary range of CAD $80,000–$120,000, with actual compensation determined by factors such as experience, skills, education, responsibilities, internal equity, and market considerations.
  • Eligibility for an annual bonus plan, subject to applicable requirements and plan terms.
  • Medical, dental, and vision coverage.
  • Life insurance and disability programs.
  • Retirement savings plan with company matching.
  • Paid time off.
  • Flexible work arrangements, including fully remote work from Canada.
  • Opportunity to work in a high-impact sales enablement role supporting technology and consulting-driven business transformation.
  • Exposure to cross-functional collaboration with sales, marketing, operations, product, alliances, and leadership teams.
  • Opportunities to influence sales productivity, technology adoption, learning, and revenue performance.
  • Inclusive, collaborative environment with opportunities for professional growth and development.