Sales Enablement Leader (SaaS)

TL;DR

Sales Enablement Leader (SaaS): Building and scaling the sales enablement function from the ground up to equip sales teams with resources and training with an accent on GTM content creation and cross-functional alignment. Focus on developing pitch decks, battlecards, and onboarding programs to improve consistency and performance across North America.

Location: Must reside in and be eligible to work in Canada. Hybrid (Toronto office) or Remote available.

Salary: $100,000 – $115,000 CAD per year

Company

Global company providing cutting-edge software solutions for accounting and financial reporting.

What you will do

• Build and maintain core sales enablement content including pitch decks, battlecards, objection-handling guides, and demo scripts.
• Own the GTM Enablement Hub as the central source of truth for sales-facing messaging and resources.
• Partner with Product Marketing, Sales Operations, and Training to align messaging and close enablement gaps.
• Deliver workshops, training sessions, and onboarding for sales and Solutions Consulting teams.
• Drive localization and regional adaptation of materials for rollout across North America.
• Develop trackers and reporting loops to identify gaps and measure enablement effectiveness.

Requirements

• 4–6 years of experience in sales enablement, sales operations, product marketing, or training.
• Must reside in and be eligible to work in Canada.
• Proven ability to create structure and execute in ambiguous, fast-moving environments.
• Confidence in creating content and delivering training to sales audiences.
• Experience with SaaS or B2B trial motions.
• AI-first mindset and willingness to experiment with new tools.

Culture & Benefits

• Competitive base salary with eligibility for discretionary bonus and commission.
• Comprehensive benefits including health insurance and retirement plans.
• Flexible work options and generous time-off policies to ensure work-life balance.
• Collaborative and inclusive culture focused on innovation and knowledge sharing.
• Opportunities to work on international projects with a diverse global team.