Sales Enablement Specialist

Texada Software

Sales enablement leader accelerating sales readiness for Texada’s cloud platform serving equipment dealerships and rental businesses. Building onboarding, sales plays, knowledge systems, and AI-assisted enablement.

Posted 8/21/2026full-timeMississauga • 🇨🇦 CanadaMid-LevelSenior💰 CA$77,300 - CA$86,700 per yearWebsite

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

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 EnablementOnboarding Program DevelopmentMEDDPICC MethodologyAI Assistant DevelopmentB2B SaaS Experience

ATS Keywords

Tailor your resume

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills

Sales MethodologyOnboarding ProgramsCertification ProgramsContent StructuringPrompt DesignSales Metrics TrackingDeal-Review TemplatesQBR-Readiness ChecklistsSales Play OperationalizationWin/Loss Analysis

Soft Skills

TrainingCollaborationCommunicationFeedback IterationPerformance Optimization

Tools & Technologies

AI AssistantKnowledge BaseSales Enablement ToolsSales Metrics DashboardsContent Management Systems

Industry Keywords

B2B SaaSSales OperationsCustomer SuccessQuota-Carrying SalesProduct Marketing

About the role

Key responsibilities & impact

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

What you’ll need

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

Benefits

Comp & perks

5% annual bonus
Remote/hybrid work, primarily remote with occasional travel to the Mississauga office
Minimal travel outside occasional sales kickoffs or team events
Equal employment opportunities
Inclusive and accessible environment
Recruitment-process assistance or accommodation upon request