Posted 2 months ago
Sales Enablement Trainer
@ WellnessLiving
Vaughan, Ontario
Overview
WellnessLiving is hiring a full-time Sales Enablement Trainer in Thornhill, Ontario, on a hybrid schedule with three office days per week. The role designs and delivers sales coaching and training programs, reviews calls, and builds enablement content for a high-velocity sales team. The posting states a salary of $70,000 to $80,000 plus benefits and vacation.
Responsibilities:
- Lead 1:1 sales coaching using CRM insights and call analytics
- Design and deliver live and virtual sales training programs
- Build talk tracks, role-plays, call guides and job aids
- Run onboarding for new hires and peer learning sessions
- Evaluate program effectiveness and update enablement content
Requirements summary:
- 3+ years in sales enablement, sales training or frontline SaaS sales
- Experience leading live coaching, onboarding and call reviews
- Hands-on experience with Salesforce, Gong and enablement platforms
- Knowledge of SPIN, Challenger or BANT sales methodologies
- Proficiency with AI tools and LLMs, with examples of automations built
Tools & skills
Source and dates
Source type not verified · apify-linkedin
- Employer posting date
- 2026-09-24
- First seen by our source
- 2026-11-15
- Source record updated
- 2026-11-15
These dates describe the source record, not a live verification that the employer is still hiring. Check the original posting.
Job details
| Seniority | Mid level |
| Department | Customer service |
| Experience | 3+ years |
| Hours per week | 40 (estimated) |
| Schedule | day |
| Travel | air: none · ground: none |
| Work setting | Office, Home |
| Position | Sitting and standing |
| Physical demands | physical low · computer high |
| Languages | English |
| Education | Bachelor’s degree (required) |
| Perks mentioned | Generous paid time off |
Summary and details written by AI from the posting; the employer’s posting is the authority.
WellnessLiving
Saved company profile
Historical company information from a saved The Jobs API profile (LinkedIn/Crunchbase fields). It is not live-verified; figures may have changed. Missing values remain unknown.
The all-in-one business management tool trusted by wellness businesses worldwide. Voted #1 Studio Software on G2.
Full company description
Our powerful business management software is trusted by thousands of spas, salons, fitness and yoga studios across North America. Our cloud based software features real-time appointment and class scheduling, point of sale, email and SMS marketing, customer review management, rewards program and a client mobile app experience that is second to none. Our mission is to provide the wellness industry with the most comprehensive tool set available to better manage their existing clients while helping them grow their business.
- LinkedIn followers
- 16,399
- People associated on LinkedIn
- 377
- Reported office locations
- 175 Commerce Valley Dr W, 320, Thornhill, Ontario L3T 7P6, CA
- Business categories
- Health Care
- Software
- SaaS
- Other recorded names
- WellnessLiving
- Specialties
- Business Management
- Email Marketing
- Customer Relationship Management
- Detailed Reporting
- Software
- ecommerce
- SMS Marketing
- CRM
- Online Scheduling
- Merchant Processing
- Online Booking
- Health and Wellness
- and Gift Cards
- Profile identifies a recruitment agency
- No
- Reported total investment
- 69,969,117
Currency and observation date were not supplied; this is not a current valuation or a funding round.
Our powerful business management software is trusted by thousands of spas, salons, fitness and yoga studios across North America. Our cloud based software features real-time appointment and class scheduling, point of sale, email and SMS marketing, customer review management, rewards program and a client mobile app experience that is second to none. Our mission is to provide the wellness industry with the most…
| Field | Value |
|---|---|
| Industry | Software Development |
| Company size | 201-500 employees |
| Headquarters | Thornhill, Ontario |
| Organization type | Privately Held |
| Year founded | 2012 |
| Specialties | Business ManagementEmail MarketingCustomer Relationship ManagementDetailed ReportingSoftwareecommerceSMS MarketingCRMOnline SchedulingMerchant Processing |
| Open jobs on Jobsy | 5 |
| View page |
Salary: $70,000 - $80,000 + Benefits + Vacation
Location: Thornhill, Ontario
Hybrid (in-office 3 days per week)
Length: Full-time, Permanent
About Us
At 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.
If these values resonate with you and you meet the qualifications for this role, we’d love to hear from you!
About You
As 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.
Responsibilities
Sales Coaching & Performance Support
- 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.
- 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
- Demonstrated proficiency with AI tools and multiple LLMs (e.g., Claude, ChatGPT, Gemini), with specific examples of AI agents or automations you’ve built or managed to reduce manual work
- Experience applying AI-driven insights (e.g., predictive analytics, call-analysis automation) to optimize sales strategies and conversion outcomes
- Work with a passionate, dynamic, and fast-growing team dedicated to making a meaningful impact in the wellness industry.
- Competitive salary, vacation, and benefits package.
- Hybrid work environment with opportunities for career growth and development.
- Work in a culture that values creativity, collaboration, and continuous learning.
Please note that those who meet the qualifications for the position will be contacted directly.
WellnessLiving 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.
We utilize AI to generate summaries of interview notes as part of our candidate evaluation process. This helps ensure a fair and consistent review while maintaining a human-centered hiring approach.
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