About The Position

Lightspeed is hiring a Manager, Outbound Sales to lead a team of Account Executives supporting the West Coast Territory. The role is based in British Columbia or Alberta and owns a defined segment of outbound sales, with accountability for acquiring new customers across a targeted North American account base. The manager is responsible for segment pipeline, forecast accuracy, and monthly and quarterly MRR targets, and leads execution from top-of-funnel through close. The position combines team hiring, onboarding, coaching, and development with sales-process and tooling optimization. The manager works with SDR leadership and cross-functional partners in Sales Operations, Marketing, Enablement, and Product to improve handoffs, remove roadblocks, streamline workflows, and execute the outbound strategy. Success includes meeting or exceeding Net New MRR goals, ramping new hires on schedule, maintaining accurate forecasts, increasing average deal MRR, and improving execution across the sales organization. Lightspeed describes its workplace as driven, diverse, and inclusive, with flexible work and remote-work policies. The stated total compensation range is CAD $150,000–$170,000, with a note that the range applies to candidates hired to work within Ontario and will be updated to BC if posted in Vancouver. The role is an existing vacancy. Lightspeed uses AI-enabled tools to support some recruitment activities, while hiring decisions are made by its recruiting and hiring teams.

Requirements

  • At least 2 years of experience managing Account Executives in an outbound or full-cycle sales environment.
  • Experience owning a segment or territory from pipeline generation through close, with personal accountability for outcomes.
  • Experience working cross-functionally to identify and resolve process gaps, improve tooling, and align stakeholders.
  • Ability to onboard, coach, and develop sales representatives at different stages, including new hires, developing representatives, and high performers.
  • Proficiency with Salesforce, Outreach, or comparable sales engagement platforms.
  • Tech-savvy, with the ability to support team members who are less comfortable with technology.
  • Entrepreneurial and agile mindset, bias toward action, and comfort with ambiguity.
  • Proficiency in English.

Nice To Haves

  • Experience with Retail or Hospitality point-of-sale systems.

Responsibilities

  • Lead and manage Account Executives responsible for the full sales cycle within a defined segment of North American accounts.
  • Own segment-level pipeline, forecast accuracy, and monthly and quarterly MRR targets, with accountability from top-of-funnel through close.
  • Manage pipeline health and execution against activity, conversion, and revenue KPIs.
  • Collaborate with SDR leadership on a smooth, high-quality lead-to-deal handoff process.
  • Hire, coach, and develop Account Executives.
  • Partner with enablement teams to design and deliver onboarding programs for new hires.
  • Provide ongoing coaching through call reviews, pipeline inspection, and structured feedback loops.
  • Identify individual performance gaps and implement targeted development plans.
  • Refine and optimize sales processes and the tools used to connect with, demo, and close new customers.
  • Work cross-functionally with Sales Operations, Marketing, Enablement, and Product to remove roadblocks, improve tooling, and streamline workflows.
  • Collaborate with regional and functional leaders to develop and execute the outbound strategy playbook.
  • Identify suitable tools for list creation, outbound messaging, and deal execution.
  • Analyze sales forecasts, call volume, and pipeline health at team and individual-representative levels.
  • Create strategies to grow revenue streams and expand the team's addressable market.
  • Ensure clear communication and handoff processes across the broader sales organization.

Benefits

  • Flexible work environment and remote-work policies.
  • Equity options.
  • Contributions to a pension plan; the compensation details also specify an RRSP plan and match.
  • Training and continuous learning opportunities.
  • Health and wellness credit.
  • Time off to volunteer.
  • Employee-led interest groups and networks, social committees, and sponsored sports teams.
  • Computer purchase program.
  • Enhanced parental leave and paid parental leave top-up.
  • Medical, dental, wellness, life, and disability insurance.
  • Paid time off, including flexible paid time off.
  • Global mobility opportunities.
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