Customer Success Manager, Mid-Market & Enterprise

WellnessLiving; Vaughan; Hybrid; CAD 80,000 - 100,000; Full time

Job summary

WellnessLiving is seeking a strategic Mid-Market & Enterprise Customer Success Manager to own a portfolio of customers and drive adoption, retention, and growth. You will act as a trusted advisor, aligning their goals with WellnessLiving solutions and prioritizing engagement using data and AI-powered tools.

You will manage renewals, expansions, and cross-functional collaboration to optimize outcomes while maintaining high-value customer relationships in a hybrid work setting in Thornhill, ON.

Qualifications

• 5+ years in customer-facing roles, including 3+ years in CS/Account Management or retention SaaS.
• Experience managing a diverse customer portfolio and prioritizing accounts by risk, value and impact.
• Ownership of retention, renewals and expansion outcomes, including GRR and NRR targets.
• Business acumen to map customer goals to product value and ROI, with strong stakeholder engagement.

Responsibilities

• Own health and success of a customer portfolio, identify risks and growth opportunities.
• Lead renewal and expansion conversations to drive long-term value and retention.
• Collaborate with Support, Product, Sales, Onboarding, and Engineering to improve outcomes.

Skills

Customer Success

Account Management

Retention & Growth

CRM systems

Relationship-building

Cross-functional collaboration

Data-driven decisions

Communication

Education

Business Administration

CS certifications

Tools

Zoho CRM

Jira

Gainsight

ChurnZero

Totango

Job description

Customer Success Manager, Mid-Market & Enterprise

Salary: $80,000 - $100,000 Department: Customer Success Reports To: Senior Manager, Customer Success Location: Thornhill, ON (Hybrid) Role Type: Permanent, Full-Time

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 the Role

We are looking for a strategic and proactive Mid-Market & Enterprise Customer Success Manager to own a portfolio of customers and help drive long-term adoption, retention, and growth. In this role, you will act as a trusted advisor to your customers, developing a strong understanding of their business goals and helping them maximize the value of the WellnessLiving platform. You will proactively manage account health, identify risks and growth opportunities, lead renewal and expansion conversations, and build strong relationships with stakeholders at all levels. You will also use customer data, AI-powered tools, and automation to prioritize your portfolio, scale engagement, and ensure customers receive consistent, high-value support without sacrificing relationship quality.

Responsibilities

• Strategic Customer Management
  Own the health and success of an assigned customer portfolio, proactively identifying risks, opportunities, priorities, and next steps. Build trusted relationships with customers and senior stakeholders by understanding their business goals and connecting WellnessLiving solutions to measurable outcomes. Drive product adoption and long-term value through strategic recommendations, business reviews, roadmap discussions, and outcome-focused engagement. Own complex customer escalations end-to-end, partnering cross-functionally to resolve issues and strengthen customer relationships.
• Retention & Growth
  Own renewal conversations and defined Gross Revenue Retention (GRR) and Net Revenue Retention (NRR) targets across your portfolio. Identify and pursue expansion opportunities based on customer needs, product usage, and demonstrated business value. Use customer health, usage, engagement, and feedback data to proactively identify churn risks and growth opportunities. Partner with customers to increase platform adoption, strengthen retention, and maximize the value they receive from WellnessLiving.
• Scalable Portfolio Management
  Use AI, automation, customer health signals, and prioritization frameworks to efficiently manage your portfolio and ensure no customer is overlooked. Balance high-touch engagement for strategic accounts with scalable digital touchpoints and one-to-many programs where appropriate. Collaborate with Support, Product, Sales, Onboarding, and Engineering to improve customer outcomes and share meaningful customer insights. Maintain accurate and up-to-date account information in Zoho CRM to support strong internal visibility and coordination.

Skills & Qualifications

• 5+ years of customer-facing experience, including at least 3 years in Customer Success, Account Management, or a retention-focused SaaS environment.
• Proven experience managing a diverse customer portfolio and prioritizing accounts based on customer needs, risk, value, and business impact.
• Demonstrated ownership of retention, renewals, and expansion outcomes, including Gross Revenue Retention (GRR) and Net Revenue Retention (NRR) targets.
• Strong business acumen with the ability to understand customer business models and connect product capabilities to business goals, KPIs, and ROI.
• Excellent relationship-building and communication skills, with the confidence to work with stakeholders ranging from day-to-day users to senior and executive leaders.
• Strong analytical and problem-solving skills, with experience using customer health, usage, engagement, and feedback data to identify risks and opportunities.
• Highly organized and able to manage multiple priorities, customer initiatives, and renewal milestones without sacrificing quality or follow-through.
• Comfortable using CRM systems, analytics tools, automation, and AI-powered technology to manage customer engagement efficiently at scale.
• Consultative, adaptable, and solution-oriented, with the ability to navigate complex customer situations and influence positive outcomes.
• Nice to HaveExperience with Zoho CRM, Jira, or Customer Success platforms such as Gainsight, ChurnZero, or Totango.Experience using AI-assisted workflows, automation, or customer health scoring tools within a Customer Success environment.Post-secondary education in Business Administration or a related field; Customer Success certifications are an asset.

Why Work With Us

Join a passionate, fast-growing team focused on making a meaningful impact in the Fitness & Wellness industry. Enjoy a competitive compensation package, including vacation and benefits. Benefit from a flexible hybrid work environment with opportunities for professional growth and development. Be part of a collaborative culture that values creativity, innovation, and continuous learning.

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.