- Drive sales readiness and improve sales outcomes by shortening sales cycles and increasing wins - Build onboarding, certification, and content programs for sales, customer success, and sales development representatives - Design and deliver structured 30-60-90 day onboarding programs - Build role-based certification paths tied to product knowledge, MEDDPICC, and objection handling - Maintain onboarding scorecards and optimize programs using ramp-performance data - Operationalize sales plays for new logo acquisition, expansion, and competitive displacement - Create talk tracks, discovery frameworks, demo flows, and repeatable selling frameworks - Partner with Product Marketing to translate positioning into field-ready enablement assets - Train teams on MEDDPICC and other qualification frameworks - Build deal-review templates and QBR-readiness checklists - Enable managers to improve pipeline reviews and forecast calls - Build and own Texada’s sales enablement knowledge base - Stand up and tune an AI assistant for mid-deal seller questions - Govern, refresh, and retire content as the product evolves - Measure knowledge-base and AI-assistant adoption, answer quality, and failure points - Track and report onboarding, certification, pipeline-quality, and conversion metrics - Iterate programs using win/loss analysis, deal-inspection findings, and frontline feedback Requirements - 4–6 years in sales enablement, sales operations, customer success,



or quota-carrying sales at a B2B SaaS company - Account Executive or Sales Development experience is a strong plus - Hands-on experience using a sales methodology such as MEDDPICC or Challenger - Experience with onboarding or certification programs that reps actually use - Experience translating product marketing positioning into sales assets and messaging - Hands-on experience structuring content for AI retrieval - Experience building or tuning an AI assistant or knowledge tool in a GTM setting - Practical prompt design experience - Candidates must be authorized to work in Canada without restriction or sponsorship Core Competencies Demonstrates expertise in sales enablement and operations, with a solid focus on developing onboarding and certification programs that enhance sales performance. Proficient in utilizing sales methodologies like MEDDPICC and building AI-driven tools to support sales teams. Highest-signal resume keywords - Sales Enablement - Onboarding Program Development - MEDDPICC Methodology - AI Assistant Development - B2B SaaS Experience ATS Optimization Keywords Hard Skills - Sales Methodology - Onboarding Programs - Certification Programs - Content Structuring - Prompt Design - Sales Metrics Tracking - Deal-Review Templates - QBR-Readiness Checklists - Sales Play Operationalization - Win/Loss Analysis Soft Skills - Training - Collaboration - Communication - Feedback Iteration - Performance Optimization Industry Keywords - B2B SaaS - Sales Operations - Customer Success - Quota-Carrying Sales - Product Marketing Tools & Technologies - AI Assistant - Knowledge Base - Sales Enablement Tools - Sales Metrics Dashboards - Content Management Systems

📌 Sales Enablement Specialist (Mississauga)
🏢 Jobtailor
📍 Mississauga