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Enablement Lead - Canada, Go To Market Enablement - Job Opportunity at Amazon

Toronto, Canada
Full-time
Senior
Posted: May 26, 2025
On-site
CAD 95,000 - CAD 130,000 annually based on Toronto market rates for senior sales enablement roles at major technology companies, with potential for additional performance bonuses and equity compensation typical of Amazon's compensation structure

Benefits

Opportunity to work within a rapidly expanding $35 billion global business unit, providing significant career growth potential and exposure to large-scale operations
Access to cutting-edge learning technologies and design tools including Articulate Storyline, Adobe Creative Suite, and emerging AI/VR/AR solutions
Professional development through cross-functional collaboration with global tech and non-tech teams
Leadership exposure through direct interaction with senior sales leadership teams
Innovation-focused work environment that encourages creative problem-solving and disregard for conventional limitations
Inclusive workplace culture that empowers employees to deliver optimal results
Workplace accommodation support for employees with disabilities during application and hiring processes

Key Responsibilities

Drive strategic sales enablement programs ownership including design, build, and delivery of comprehensive onboarding and continuous learning initiatives while measuring and communicating business impact to senior leadership
Lead cross-functional collaboration initiatives spanning tech and non-tech teams globally, facilitating agile communication to design inclusive learning assets that accelerate seller success
Architect compelling business content through systematic skills requirement analysis, stakeholder interviews, and adult-learning principle application to maximize training effectiveness
Innovate scalable learning programs using advanced instructional design methodologies including ADDIE framework to transform sales team performance
Master and deploy sophisticated design technology stack including Articulate Storyline 360, Adobe Creative Suite, Camtasia, and emerging technologies like AI and VR to create engaging learning experiences
Optimize internal Learning Management System operations ensuring accuracy and relevance while leveraging cutting-edge learning technologies for maximum impact
Influence and align sales leadership perspectives on enablement program strategies to drive organizational change and performance improvement

Requirements

Education

Bachelor's degree or equivalent

Experience

5+ years of program or project management experience

Required Skills

Proven experience using data and metrics across highly matrixed, cross-functional stakeholder groups Experience facilitating training sessions for employees in person and virtually Experience onboarding new employees and supporting their ongoing learning and development Superior program management skills Strong sales and/or enablement background History of designing and delivering high-quality sales training programs Strong understanding of instructional design principles and methodologies, including ADDIE Proficiency with design tools such as Articulate Storyline and 360, MadCap Flare, Adobe Creative Suite, InDesign, and Premiere Pro, Camtasia, Captivate, Go Animate/Vyond, Figma
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Sauge AI Market Intelligence

Industry Trends

Sales enablement is experiencing unprecedented growth as organizations recognize the critical need for systematic seller development, with the global sales enablement platform market expected to reach $8.1 billion by 2025. Companies are increasingly investing in comprehensive training programs that combine traditional learning with AI-powered personalization and microlearning approaches to accelerate time-to-productivity for new hires and improve quota attainment rates. The B2B e-commerce sector, particularly Amazon Business's domain, is undergoing massive digital transformation with procurement digitization accelerating by 5-7 years due to pandemic-driven changes. This creates enormous demand for enablement professionals who can bridge traditional sales methodologies with digital-first customer engagement strategies and complex B2B buying processes. Learning and development technology is rapidly evolving toward immersive experiences, with VR/AR training showing 75% higher retention rates compared to traditional methods. Organizations are seeking enablement leaders who can leverage emerging technologies while maintaining human-centered design principles to create engaging, measurable learning experiences that directly impact revenue performance.

Role Significance

Likely managing programs affecting 50-100+ sales professionals across Canada while collaborating with a global enablement team of 10-15 specialists. The role involves influencing sales leadership teams and working with cross-functional stakeholders, suggesting responsibility for outcomes affecting hundreds of internal team members and thousands of enterprise customers.
Senior-level strategic role with significant autonomy and leadership influence, responsible for shaping sales team performance across Canada while collaborating with global stakeholders. The position requires independent decision-making on program design and direct communication with senior leadership, indicating substantial organizational trust and responsibility for revenue-impacting initiatives.

Key Projects

Comprehensive new hire onboarding program redesign to reduce time-to-first-deal for enterprise sales representatives Development of AI-powered learning pathways that adapt to individual seller performance data and customer interaction patterns Implementation of immersive VR training simulations for complex B2B procurement scenario practice Creation of integrated knowledge management systems that provide just-in-time learning during customer interactions Design of data-driven continuous learning programs that correlate training completion with quota attainment and customer satisfaction metrics

Success Factors

Deep understanding of complex B2B sales cycles and enterprise customer decision-making processes, essential for creating relevant training content that addresses real-world selling challenges and objection handling scenarios Advanced proficiency in learning technology stack and instructional design principles, enabling creation of engaging, measurable learning experiences that drive behavior change and performance improvement Strong stakeholder management and influence skills to navigate Amazon's complex organizational structure while building consensus around enablement priorities across multiple business units and geographical regions Data-driven mindset with ability to establish clear metrics for training effectiveness and business impact, crucial for demonstrating ROI and securing continued investment in enablement initiatives Cultural adaptability and change management expertise to drive adoption of new learning programs while respecting diverse learning styles and regional business practices across Canadian markets

Market Demand

Very high demand driven by the intersection of three critical factors: Amazon's aggressive expansion in B2B markets, the shortage of experienced sales enablement professionals with both technical and instructional design skills, and the increasing recognition that systematic seller development is essential for competitive advantage in complex enterprise sales environments

Important Skills

Critical Skills

Instructional design expertise using ADDIE methodology is absolutely essential as it provides the systematic framework for creating effective learning experiences that drive measurable behavior change. Without this foundation, even the most sophisticated technology tools will fail to produce meaningful performance improvements in complex B2B sales environments. Advanced proficiency in learning technology platforms including Articulate Storyline, Adobe Creative Suite, and LMS management is critical for creating engaging, scalable content that can be deployed across diverse learning modalities. These technical skills enable rapid iteration and personalization that modern learners expect and that business outcomes demand. Data analysis and metrics interpretation capabilities are fundamental for demonstrating program effectiveness and securing continued investment in enablement initiatives. The ability to correlate training activities with sales performance metrics and customer outcomes is essential for credibility and program optimization in Amazon's data-driven culture.

Beneficial Skills

Experience with emerging technologies like AI, VR, and AR provides significant competitive advantage as these tools become mainstream in corporate learning environments. Early expertise in these areas positions professionals to lead innovation and create differentiated learning experiences that drive superior results. Cross-functional project management experience across global teams becomes increasingly valuable as organizations recognize that sales enablement success requires coordination with marketing, product, customer success, and operations teams. This broader perspective enables more holistic program design and implementation. Change management and organizational psychology knowledge enhances ability to drive adoption of new learning programs and overcome resistance to behavioral change. Understanding how to influence organizational culture and individual motivation significantly improves program success rates and long-term sustainability.

Unique Aspects

Opportunity to shape enablement strategy for a $35 billion business unit within the world's most innovative technology company, providing unparalleled scale and resource access for program development and implementation
Integration of cutting-edge technologies including AI, VR, and advanced analytics into learning program design, positioning the role at the forefront of enablement innovation and establishing expertise in emerging methodologies
Direct impact on Amazon's B2B market disruption strategy, contributing to fundamental changes in how businesses approach procurement and supplier relationships across diverse industry verticals
Access to Amazon's vast ecosystem of customer data, market insights, and technological capabilities, enabling creation of highly sophisticated, personalized learning experiences that would be impossible in traditional corporate environments

Career Growth

Typical progression to director level within 2-3 years given Amazon's rapid growth and internal promotion culture, with potential for VP-level roles within 4-5 years for high performers who demonstrate measurable impact on revenue outcomes and team development

Potential Next Roles

Director of Global Sales Enablement with responsibility for enablement strategy across multiple regions and business units Head of Revenue Operations combining enablement with sales operations, analytics, and process optimization VP of Sales Development overseeing both enablement and frontline sales management across enterprise segments Chief Learning Officer or Head of Talent Development expanding beyond sales to organization-wide capability building Consulting practice leadership focusing on sales transformation and enablement strategy for enterprise clients

Company Overview

Amazon

Amazon represents the world's largest cloud computing and e-commerce platform with Amazon Business specifically targeting the $1.8 trillion global B2B market. The company's combination of technological innovation, vast marketplace infrastructure, and data analytics capabilities positions it uniquely to disrupt traditional B2B procurement processes while providing sellers with unprecedented reach and sophisticated customer insights.

Dominant market leader in cloud services and e-commerce with Amazon Business rapidly gaining share in the competitive B2B procurement space against established players like Grainger, Staples Business, and traditional distributors. The company's ability to leverage consumer-grade user experience for business customers creates significant competitive advantages in customer acquisition and retention.
Canada represents a critical growth market for Amazon Business with significant opportunity for expansion among mid-market and enterprise customers. The Toronto location serves as a strategic hub for both Canadian operations and broader North American coordination, offering exposure to high-growth markets and cross-border business development initiatives.
Amazon's leadership principles-driven culture emphasizes customer obsession, ownership, and high standards, creating an environment where individual contributors can have significant impact while being held accountable for measurable results. The culture rewards innovation and calculated risk-taking while maintaining focus on data-driven decision making and long-term value creation.
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