Sales Enablement Trainer

WellnessLiving

Sales Enablement Trainer designing impactful training and coaching programs for WellnessLiving's sales team. Empowering health and wellness businesses with mission-critical software solutions.

Posted 6/18/2026full-timeThornhill • 🇨🇦 CanadaMid-LevelSenior💰 CA$70,000 - CA$80,000 per yearWebsite

About the role

Key responsibilities & impact

Lead structured 1:1 coaching sessions using CRM insights and call analytics.
Review and score calls based on talk ratio, CTA usage, discovery quality, objection handling, and other key sales metrics.
Document coaching outcomes and track rep progress over time.
Design and deliver engaging training programs (both live and virtual) for sales reps at all experience levels.
Build instructional materials such as talk tracks, role-play scenarios, call guides, case studies, videos, and job aids.
Support onboarding by equipping new hires with the skills, tools, and knowledge to succeed from day one.
Foster a culture of collaboration through peer coaching, top-call reviews, and best-practice sharing.
Partner with sales leaders to run recurring enablement sessions during team functions and meetings.
Assess program comprehension through quizzes, participation tracking, and follow-up coaching.
Gather feedback through post-training surveys to improve relevance, delivery, and engagement.
Regularly audit and update enablement content to reflect current priorities and best practices.
Coordinate the rollout of new sales training and coaching initiatives.
Support performance evaluations to identify skill gaps and opportunities for growth.
Collaborate with sales, product, and marketing teams on training for new offerings and methodologies.
Stay current with industry trends and pursue ongoing professional development.

Requirements

What you’ll need

3+ years of experience in sales enablement, sales training, or a frontline SaaS sales role (BDR/AE) in a high-velocity environment
Bachelor's degree or equivalent practical experience
Proven track record of leading live sales coaching, onboarding, call reviews, and training delivery
Hands-on experience with Salesforce, Gong, and enablement platforms
Familiarity with working alongside SDR/BDR teams in fast-paced sales orgs
Strong understanding of sales methodologies (e.g., SPIN, Challenger, BANT), certification an asset
Excellent written, verbal, and presentation skills—able to communicate complex ideas clearly and persuasively
Skilled in facilitating adult learning and delivering engaging, high-impact instruction
Adaptable, resourceful, and confident in navigating change and ambiguity
Highly collaborative with a team-first mindset and strong performance standards
Strong analytical skills and attention to detail, especially in structured documentation, performance metrics, and feedback processes
Proficiency in Microsoft Office Suite
Experience applying AI-driven insights (e.g., predictive analytics, automation) to optimize sales strategies and conversion outcomes.

Benefits

Comp & perks

Competitive salary
Vacation
Flexible work arrangements
Professional development opportunities

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

sales enablementsales trainingcoachingcall reviewssales methodologiesadult learningperformance metricsAI-driven insightspredictive analyticsautomation

Soft Skills

communicationcollaborationadaptabilityresourcefulnessanalytical skillsattention to detailpresentation skillsteam-first mindsetconfidenceengagement

Certifications

sales methodologies certification