This position is posted by Jobgether on behalf of a partner company. We are currently looking for a Customer Success Representative in Canada.
This role is centered on driving real-world adoption and long-term value for users in a complex B2B2C environment where success is not just about onboarding, but about enabling independence. You will work directly with equipment dealerships and help them become fully self-sufficient in using and scaling a digital platform across their internal teams. Rather than acting as a permanent point of contact, you will focus on building internal champions who can sustain engagement and drive usage long after your involvement. The role blends field engagement, training, relationship-building, and strategic enablement across multiple dealership roles and functions. You will translate business goals into practical workflows that resonate with service teams, parts staff, and leadership. This is a highly autonomous, impact-driven position for someone who thrives on empowerment over dependency and measurable adoption outcomes.
Accountabilities:
In this role, you will be responsible for enabling dealership success through training, adoption strategy, and ongoing customer empowerment.
- Identify, develop, and support internal champions within dealerships who will drive long-term platform adoption.
- Deliver onboarding and training sessions designed to build self-sufficiency rather than ongoing reliance on external support.
- Understand dealership operations and end-customer needs, connecting both perspectives to platform value and usage.
- Monitor adoption and engagement metrics, proactively identifying friction points and enabling teams to overcome blockers independently.
- Build strong, trust-based relationships that encourage open communication on performance, needs, and improvement opportunities.
- Develop scalable enablement resources such as playbooks, guides, and training content tailored to different dealership roles.
- Capture and share success stories and best practices to accelerate adoption across the broader customer base.
- Act as a structured feedback loop to product teams, translating field insights into actionable, prioritized input.
- Support clear, user-friendly communication of product updates and enhancements for non-technical audiences.
Requirements:
The ideal candidate has strong experience in customer-facing roles within B2B2C or SaaS environments and excels at driving adoption through influence and enablement.
- Experience in customer success, account management, enablement, or similar roles in SaaS, agriculture, or equipment dealership environments.
- Strong understanding of dealership operations, including service, parts, and field-level decision-making processes.
- Proven ability to influence without authority and drive behavioral change across customer organizations.
- A “train-the-trainer” mindset focused on scalability and long-term independence of customer teams.
- Experience building or delivering enablement materials such as guides, presentations, or training content.
- Excellent communication skills, with the ability to engage both frontline workers and leadership stakeholders.
- Comfort working in remote, self-directed environments with accountability for outcomes.
- Willingness to travel approximately 25% to customer sites, including dealerships and operational locations.
- Strong analytical mindset to track adoption trends and identify improvement opportunities.
Benefits:
- Competitive compensation package with performance-based components.
- Employee share ownership (ESOP) opportunities.
- Remote-first work environment with flexible arrangements.
- Opportunity to work closely with leadership in a high-growth, entrepreneurial setting.
- Direct exposure to how AI and technology are transforming the agriculture and equipment dealership industries.
- Collaborative, learning-focused culture that values autonomy and impact.
- Meaningful travel opportunities to engage directly with customers in the field.