Lightspeed

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Are you actively looking for a new opportunity? Or just checking the market? Well… you might just be in the right place!

We're looking for a Sales Enablement Program Manager to join our North American sales enablement team. In this role, you’ll be responsible for designing, launching, and evolving training programs that empower our salespeople to thrive, from onboarding to continuous development.

You’ll play a key role in building engaging and scalable enablement experiences, delivering targeted live sessions, and measuring the impact of your programs across our sales organization. This is a high-impact opportunity to contribute directly to revenue growth by equipping our sales teams with the skills, tools, and confidence they need to succeed.

What you’ll be doing:

Training and Development

• Design and implement comprehensive training programs for new sales hires, covering product knowledge, sales processes, and core selling skills
• Conduct regular needs assessments to identify skill gaps and enablement opportunities across the sales team
• Develop tailored learning content, both live and self-paced, using a mix of formats including eLearning, role plays, simulations, and certifications
• Facilitate training sessions and workshops—both virtually and in-person—to support onboarding and upskilling
• Measure program impact through key performance metrics, completion rates, and learner feedback
• Visualize training outcomes and enablement effectiveness through reports and dashboards for leadership visibility
• Continuously gather feedback and iterate on enablement programs to ensure relevance and effectiveness
• Analyze sales performance data to identify trends and strategic enablement opportunities

Program Management

• Lead the planning and execution of enablement programs that support go-to-market priorities, product launches, and sales initiatives
• Collaborate cross-functionally with Product Marketing, Revenue Operations, and GTM Systems to ensure training is aligned with business goals
• Maintain and update enablement assets such as playbooks, coaching guides, and LMS content
• Support the coordination and logistics of training delivery, including scheduling and stakeholder communications

What you need to bring:

• Experience designing and facilitating impactful training programs
• Strong instructional design skills with knowledge of adult learning principles
• Comfortable facilitating both virtual and in-person sessions
• Familiarity with role-playing activities, e-learning tools, and learning management systems (LMS)
• Excellent interpersonal and communication skills
• Experience in a sales, sales enablement, or sales coaching role
• Ability to work in a fast-paced, ever-changing environment
• Proficiency in analyzing data to assess enablement needs and demonstrate program success
• Fluency in written and spoken English

Even better if you have, but not necessary:

• Experience in a SaaS or tech environment
• Familiarity with the retail or hospitality industry
• Bilingual in English and French
• Experience working on an international team
• Previous experience as a sales rep or front-line sales leader

We know that people are more than what’s on their CV. If you’re unsure that you have the right profile for the role... hit the ‘Apply’ button and give it a try!

What’s in it for you?

Come live the Lightspeed experience...

• Ability to do your job in a truly hybrid, flexible environment (Toronto or Montreal)
• Genuine career opportunities in a growing, global company
• Work in a team big enough for growth but lean enough to make a real impact

… and enjoy a range of benefits that’ll keep you happy, healthy and (not) hungry:

• Lightspeed share scheme (we’re all owners)
• Immediate access to our benefits plan
• RRSP match after 3 months
• Fitness & Wellness benefit: $500 CAD per calendar year
• Unlimited Paid Time Off
• Parental leave Top-Up

To all recruitment agencies: Lightspeed does not accept unsolicited agency resumes. If we have not directly engaged your company in writing to supply candidates for a specific vacancy, Lightspeed will not be responsible for any fees related to unsolicited resumes.

Lightspeed is a proud equal opportunity employer and we are committed to creating an inclusive and barrier-free workplace. Lightspeed welcomes and encourages applications from people with disabilities. Accommodations are available on request for candidates taking part in all aspects of the selection process.

Where to from here?

Obviously, this has to be mutually beneficial: we want you to step into a role you love, and we want to offer you a place you’re proud to come to every day. For a glimpse into our world check out our career page here.

Lightspeed is building communities through commerce, and we need people from all backgrounds and lived experiences to do that. We were founded in 2005, in Montreal’s gay village and our original members were all part of the LGBTQ+ community. The ethos of our business has been about inclusion from the very beginning, and we strive to provide a workplace where everyone belongs.

Who we are:

Powering the businesses that are the backbone of the global economy, Lightspeed's one-stop commerce platform helps merchants innovate to simplify, scale, and provide exceptional customer experiences. Our cloud commerce solution transforms and unifies online and physical operations, multichannel sales, expansion to new locations, global payments, financial solutions, and connection to supplier networks.

Founded in Montréal, Canada in 2005, Lightspeed is dual-listed on the New York Stock Exchange (NYSE: LSPD) and Toronto Stock Exchange (TSX: LSPD). With teams across North America, Europe, and Asia Pacific, the company serves retail, hospitality, and golf businesses in over 100 countries.

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