Supervisor, Implementation - Payments

As a Supervisor, Implementation – Payments, you'll play a critical role in leading the successful rollout of our payment facilitation services to dealership management system (DMS) dealers. Reporting to the Manager, Implementation, you'll manage and develop a team of Implementation Specialists, Project Managers, and Hardware Specialists, guiding them through every stage of the customer onboarding journey, from initial consultation and planning through testing, configuration, training, and go-live.

What You'll Do

• Mentor & Mobilize: Lead, coach, and develop a high-performing team. You won’t just manage tasks or spreadsheets; you’ll build careers and foster an environment of continuous improvement.
• Operational Excellence: Partner with leadership to track team performance and delivery goals, ensuring our “Go-Live” experience is at peak performance.
• Champion the Customer: Act as the ultimate advocate for our dealers. You’ll handle escalations with empathy and tactical precision, turning challenges into long-term loyalty.
• Hands On: This is a hands-on leadership role where you’ll work with the team to understand our customers, our process, our team, and areas for improvement.
• Innovate Processes: Don’t just for processes, help build and improve them. You’ll identify bottlenecks and refine our implementation journey to increase speed and satisfaction.
• Strategic Collaboration: Work cross-functionally to ensure our payments solution integrates perfectly with the dealer’s daily workflow.

What You'll Have 

• Proven Leadership: 2+ years of experience coaching, training, or leading teams to success. You know how to get the best out of people.
• Industry Expertise: 4+ years in a customer-facing role, with at least 2 years specifically implementing mission-critical solutions (SaaS, Powersports, Dealerships, Retail, or Fintech experience is a huge plus).
• Conflict Resolution: A “cool under pressure” mindset. You can navigate high-stakes situations and resolve complex issues with professionalism.
• Communication Mastery: Whether it’s a team meeting or a client escalation, you speak and write with clarity, purpose, and influence.
• Growth Mindset: A Bachelor’s degree or equivalent experience, plus a hunger to learn the ins and outs of our product suite (familiarity with Lightspeed is a "gold star" advantage).
• Solid person. You must pass a background check since you may work with sensitive data.

This is a high-visibility role within a rapidly growing segment of our business. You’ll have the autonomy to lead your team while being supported by a leadership group that values your insight and professional development.

At Lightspeed, we celebrate the uniqueness of every individual and encourage diverse perspectives. We believe that inclusion drives innovation and fosters meaningful connections. We are committed to building an environment where everyone feels valued and empowered to make an impact.

Lightspeed is an Equal Opportunity Employer and is dedicated to building a diverse and inclusive workforce. All qualified applicants will be considered for employment without regard to race, color, creed, ancestry, national origin, gender, sexual orientation, gender identity, gender expression, marital status, religion, age, disability, veteran status, or any other protected category.

Applicants must be authorized to work in the U.S.

Take the next step in your career—apply today and join a team where your skills will make an impact!