Director of Customer Success We’re looking to hire a Director of Customer Success to join our growing team in Canada. Remote work environment with frequent travelCompetitive compensation, ranging from a base of $130,000 to $160,000 plus bonus opportunities for OTE of $150,000
- $185,000 based on experienceCompany RRSP matchingFlexible time-off policyComprehensive medical and dental benefits, including mental health and wellnessA supportive workplace that celebrates your curiosity, values your skills and wants to accelerate your growthWE NEED An experienced customer success leader who excels at people leadership, operational consistency, and building strong relationships within the automotive retail industry. Reporting to the VP of Client Services, you’ll be responsible for leading our Customer Success Management team across Canada, strengthening retention and product adoption, and ensuring customers receive a consistent, high-value experience. You’ll also provide hands‑on field coaching and senior client support throughout Western Canada, helping our team perform at their best.
Leading, coaching, and developing a high‑performing Customer Success Management team across CanadaWorking alongside CSMs in the field and providing practical, timely coaching during customer meetings, product launches, and business reviewsCreating clear expectations, shared standards, and consistent customer success practices across regionsUsing customer health, engagement, product adoption, and account data to identify risk early and guide proactive actionHelping CSMs strengthen retention, customer outcomes, referrals,



and appropriate expansion opportunitiesBuilding trusted relationships with dealership leaders and supporting key regional and dealer group meetingsStepping into complex customer situations as a senior escalation point and guiding effective resolutionPartnering with Product, Sales, Marketing, Onboarding, and Support to improve the customer experience and bring forward meaningful field insightTravelling throughout Western Canada to stay close to our customers, support the team, and improve executionYOU HAVE 8+ years of progressive experience in Customer Success, account management, client services, or a related customer‑facing SaaS function4+ years of direct people leadership experience, with demonstrated success coaching and developing customer‑facing professionalsExperience leading a distributed team and creating consistent execution across multiple regionsA strong understanding of SaaS customer success practices, including onboarding, account planning, business reviews, renewals, risk management, adoption, and expansionAutomotive retail, dealership technology, or closely related vertical‑market experienceStrong analytical and business acumen, with the ability to use customer and commercial data to improve retention and team performanceExceptional relationship‑building, communication, and coaching skills, with the executive presence to build credibility with dealership leaders and internal stakeholdersThe ability to work collaboratively across Client Services, Product, Engineering, Sales, Marketing, and OperationsWillingness to travel regularly throughout Western Canada, with occasional travel elsewhere in Canada,



and a valid driver’s licenceProfessional bilingualism in English and French (bonus points but not required)

WE OFFER
A energetic team of professionals dedicated to building a solid foundation for our growing businessA flexible work environment that allows for hybrid workA competitive compensation package, including a base salary that’s aligned with your experienceA comprehensive benefits package and flexible spending account to support you and your family’s health and wellnessCompany RRSP matchingA flexible time off policy, including sick and personal days to care for your health and well‑beingCompany‑sponsored learning and professional developmentOpportunities to give back by participating in various philanthropic programs and activitiesEngaging company events and activities that promote team spirit and foster positive relationships within the organizationA full
- time permanent position, as we are seeking a long‑ term employment commitmentReal growth opportunities, amidst our ongoing expansion and continuous developmentABOUT US Unleashd Technologies is a leading software company specializing in innovative solutions for automotive dealerships across Canada. We help dealerships unlock the full potential of their customer portfolio through cutting‑edge tools and technologyHeadquartered in vibrant British Columbia, our nimble and passionate team stretches across major local markets in Canada. We're a tight‑knit group of forward‑thinkers, committed to driving innovation and delivering personalized solutions to our clients.
Our flagship product, Drive AI, is revolutionizing how dealerships engage with customers. Acting as a seamless bridge between service and sales departments, Drive AI ensures soft‑touch

📌 Director Of Customer Success (Winnipeg)
🏢 Unleashd Technologies
📍 Winnipeg