Sales Enablement Leader

4–6 years of experience in sales enablement, sales operations, product marketing, training, or another GTM support role.

Confidence creating content and presenting or delivering training to sales audiences.

Experience with SaaS or B2B trial motions is an asset.

Familiarity with enablement tools, content management platforms, or knowledge hubs is a plus.

Experience supporting regional or global rollout is an asset.

An AI-first mindset and willingness to experiment with new tools and approaches

Build and maintain core sales enablement content, including pitch decks, battlecards, objection-handling guides, competitive positioning, demo scripts, evaluation trackers, and FAQs.

Own the GTM Enablement Hub as the central source of truth for sales-facing messaging, resources, and materials.

Partner with Product Marketing, Sales Operations, Training, Solutions Consulting, and other teams to align messaging and close enablement gaps.

Deliver enablement sessions, workshops, and training to the sales team and Solutions Consulting team.

Support onboarding, launch readiness, and ongoing sales readiness initiatives.

Drive localization and adaptation of sales and training materials for regional rollout.

Caseware is one of Canada's original Fintech companies, having led the global audit and accounting software industry for over 30 years, with more than 500,000 users across 130 countries and available in 16 different languages. While you might not have heard of us (yet) over 36,000 accounting and audit professionals list Caseware as a skill on their LinkedIn profiles!