Title: Sales Enablement TrainerSalary: $70,000 - $80,000 + Benefits + VacationLocation: Thornhill, OntarioHybrid (in-office 3 days per week)Length: Full-time, PermanentAbout UsAt WellnessLiving, we empower health and wellness business owners to turn their passion into thriving businesses. Our mission‑critical software supports thousands of entrepreneurs and millions of clients worldwide on their wellness journeys. We’re a customer‑first company that values excellence, accountability, and adaptability, and we’re looking for people who thrive in a fast‑paced environment and want to make a meaningful impact in the wellness industry. Our culture is guided by four core values that shape how we work and grow together: Customer First – We approach every challenge with a deep commitment to our customers’ success and happiness. Excellence – We hold ourselves to a high standard and strive for exceptional execution in everything we do. Accountability – We take ownership of our decisions, actions, and results. Adaptability – We embrace change, stay flexible, and continuously evolve in a dynamic world.About YouAs a Sales Enablement Trainer, you’ll play a key role in designing and delivering impactful training and coaching programs that elevate the performance of our high‑velocity sales team. You’ll partner with both new hires and experienced sales professionals to motivate, educate, and inspire, whether through structured classroom sessions or informal one‑on‑one mentorship. Your work will be instrumental in championing the needs of the sales team, streamlining workflows, and driving strategic enablement initiatives that fuel sales excellence and results.Sales Coaching & Performance SupportLead structured 1:1 coaching sessions using CRM insights and call analyticsReview and score calls based on talk ratio, CTA usage, discovery quality, objection handling,



and other key sales metricsDocument coaching outcomes and track rep progress over timeTraining Delivery & Content DevelopmentDesign and deliver engaging training programs (both live and virtual) for sales reps at all experience levelsBuild instructional materials such as talk tracks, role‑play scenarios, call guides, case studies, videos, and job aidsSupport onboarding by equipping new hires with the skills, tools, and knowledge to succeed from day oneEnablement Culture & Peer LearningFoster a culture of collaboration through peer coaching, top‑call reviews, and best‑practice sharingPartner with sales leaders to run recurring enablement sessions during team functions and meetingsProgram Evaluation & Continuous ImprovementAssess program comprehension through quizzes, participation tracking, and follow‑up coachingGather feedback through post‑training surveys to improve relevance, delivery, and engagementRegularly audit and update enablement content to reflect current priorities and best practicesEnablement Operations & Cross‑Functional CollaborationCoordinate the rollout of new sales training and coaching initiativesSupport performance evaluations to identify skill gaps and opportunities for growthCollaborate with sales, product, and marketing teams on training for new offerings and methodologiesStay current with industry trends and pursue ongoing professional developmentSkills & Qualifications3+ years of experience in sales enablement, sales training, or a frontline SaaS sales role (BDR/AE)



in a high‑velocity environmentBachelor's degree or equivalent practical experienceProven track record of leading live sales coaching, onboarding, call reviews, and training deliveryHands‑on experience with Salesforce, Gong, and enablement platformsFamiliarity with working alongside SDR/BDR teams in fast‑paced sales orgsStrong understanding of sales methodologies (e.G., SPIN, Challenger, BANT), certification an assetExcellent written, verbal, and presentation skills—able to communicate complex ideas clearly and persuasivelySkilled in facilitating adult learning and delivering engaging, high‑impact instructionAdaptable, resourceful, and confident in navigating change and ambiguityHighly collaborative with a team‑first mindset and strong performance standardsStrong analytical skills and attention to detail, especially in structured documentation, performance metrics, and feedback processesProficiency in Microsoft Office SuiteExperience applying AI‑driven insights (e.G., predictive analytics, automation) to optimize sales strategies and conversion outcomesWhy Work With Us?Work with a passionate, dynamic, and fast‑growing team dedicated to making a meaningful impact in the wellness industryCompetitive salary, vacation, and benefits packageHybrid work workplace with opportunities for career growth and developmentWork in a culture that values creativity, collaboration, and continuous learningEqual Opportunity EmployerWellnessLiving is an equal opportunity employer. Employment decisions are based on qualifications, experience, and business needs. We prohibit discrimination and harassment of any kind and consider all qualified applicants without regard to race, color, religion, creed, gender, gender identity or expression, sexual orientation, national origin, disability, age, genetic information, veteran status, marital or family status, or any other status protected by applicable law.#J-18808-Ljbffr

📌 Sales Enablement Trainer - $70,000 - $80,000 A Year (Winnipeg)
🏢 WellnessLiving
📍 Winnipeg