Sales Enablement Specialist

Jobtailor; Mississauga; On-site; CAD 95,000 - 135,000; Full time

Job summary

Texada is seeking a Sales Enablement professional to drive readiness, onboarding, and certification for sales, customer success, and sales development teams. You will build structured 30-60-90 day programs, develop role-based certification tied to MEDDPICC, and maintain scorecards to optimize ramp performance.

You will also design playbooks and talking tracks, collaborate with Product Marketing, and train teams on MEDDPICC and related frameworks.

Qualifications

• 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 with 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.

Responsibilities

• 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.

Skills

Sales Enablement

Onboarding Programs

MEDDPICC

AI Assistant Development

B2B SaaS

Tools

AI Assistant

Knowledge Base

Sales Enablement Tools

Content Management

Sales Metrics Dashboards

Job description

• 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 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