Sales Enablement Manager

🇨🇦 Canada - Remote
💼 Sales🟠 Manager

Job description

Hi there! Thanks for stopping by

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 Manager to join our Retail Sales team in Canada (preferably Montreal or Toronto). You’ll play a key role in empowering our sales teams to reach new heights — designing impactful training programs, sharpening competitive strategy, and fueling performance across North America.

Please note: While we’d love to have you join us at our HQ in Montreal, we’re also open to remote work anywhere in Canada, as long as you can work 9 a.m.–6 p.m. EST.

What you’ll be doing

  • Design and deliver engaging onboarding and continuous learning programs for our Retail sales reps
  • Identify skill gaps and create targeted learning paths that drive quota attainment and professional growth
  • Partner with Product Marketing and Revenue Operations to align training with go-to-market strategy
  • Build and maintain a suite of competitive enablement tools (battlecards, objection handling, etc.)
  • Bring creativity to every session through role-plays, gamified learning, and digital platforms
  • Track and analyze training effectiveness, providing insights to leadership for continuous improvement
  • Coach and mentor sales reps to help them reach their full potential

What you need to bring

We’re looking for a mid-senior level professional who has experience with:

  • Building and facilitating impactful training content for sales teams
  • Using modern enablement tools such as Salesforce, Gong, Outreach, or Nooks
  • Translating data and feedback into actionable insights
  • Collaborating across cross-functional teams in fast-paced environments
  • Deep knowledge of sales methodology and motivation techniques
  • As a global company with employees and clients outside of Quebec, fluency in English as a working language is required for this position

Bonus points if you have:

  • Experience with Learning Management Systems (LMS)
  • Background in SaaS or Retail sales environments
  • Familiarity with competitive intelligence frameworks

We know that people are more than what’s on their CV.

If this sounds like the right challenge for you, hit Apply and let’s talk.

Be a changemaker

You’ll enjoy:

  • A flexible work environment that empowers you to do your best work
  • A culture that celebrates performance
  • The chance to make an impact in a team that’s big enough for career growth, but lean enough to make your voice heard
  • Career-defining opportunities

Plus benefits designed to keep you happy, healthy and fulfilled.

  • Flexible paid time off and remote work policies
  • Equity options, because this is your company too
  • Contributions to your pension plan. Your future matters
  • Training opportunities to grow your skills and career
  • Health and wellness credit so you feel your best
  • Time off to volunteer and give back to your community
  • Interest groups, employee led networks, social committees to sponsored sports teams
  • Computer purchase program to get your personal Macbook
  • Enhanced parental leave to support growing families
  • Etc…

Fuel your growth. Find your people.

At Lightspeed, your growth is our priority. We invest in you with continuous learning opportunities, global mobility and benefits designed to support you—all within a driven, diverse

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.

Lightspeed handles your information in accordance with our Applicant Privacy Statement.

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