Sales Enablement Manager

The role

Enablement strategy and AI workflows

• Own global enablement strategy, revenue-aligned roadmaps, readiness plans, seller development, product launch readiness, and sales methodology and coaching standards.
• Design AI-enabled onboarding, coaching, call review, deal preparation, and content generation using Claude and connected agents.
• Use Gong call data and Salesforce outcomes to identify effective seller behaviors and deliver coaching at the point of need.
• Build and govern AI workflows for messaging, account research, outreach, and objection handling; define prompts, agents, and guardrails.

Messaging, impact, and technology

• Own buyer-journey messaging and sales content, maintaining a current source of truth and directing sales kick-off and quarterly meeting storylines.
• Define enablement KPIs, analyze performance using Snowflake, Salesforce, Gong, and Revenue Operations data, and report findings to executive leadership.
• Own and evolve the enablement stack, evaluate tools and AI capabilities, and drive seller training and adoption.

AI-first working approach and outcomes

• Default to AI for content, training design, call analysis, research, and reporting while applying human judgment where it adds value.
• Build, test, and improve agentic enablement workflows and measure accuracy, adoption, and business results.
• Teach the global sales organization to use AI through playbooks, live examples, and demonstrated results.
• Build the AI-first enablement program and improve ramp time, win rates, sales cycles, seller confidence, and retention.

Required experience

• At least 5 years in a high-performance B2B technology sales organization in sales, enablement, or learning and development, including 3 years as a quota-carrying direct-to-market individual contributor.
• Hands-on AI and LLM workflow-building experience, including tools such as Claude, agents, or MCP-style integrations.
• Proven experience building and improving a measurable sales enablement program and deep knowledge of sales processes and coaching.
• Experience with a modern GTM stack such as Salesforce and Gong, content and learning management systems, and data-driven decision-making.
• Excellent communication and presentation skills. SDR or BDR experience is a plus.

Location and schedule

• Must be based in or willing to relocate to Toronto and work in the Liberty Village office four days per week.

Benefits

• Competitive compensation, medical, vision, dental, RRSP, life and disability insurance, gender-neutral parental leave, and an option plan from day one.