Sales Enablement Specialist (Mississauga)

Sales Enablement Specialist (Mississauga)

26 Aug
|
Jobtailor
|
Mississauga

26 Aug

Jobtailor

Mississauga

- 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 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 recent 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 strong 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

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📌 Sales Enablement Specialist (Mississauga)
🏢 Jobtailor
📍 Mississauga

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