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 placePlease note this role is based in British Columbia or Alberta.
Lightspeed is looking for a Manager, Outbound Sales to join our growing North American team. The Manager, Outbound Sales will manage a team supporting the West Coast Territory. In this role, you will own a defined segment of outbound sales, leading a team of Account Executives and driving new customer acquisition across a targeted account base. Lightspeed’s Outbound team is in hyper-growth mode – our process has been refined and optimized, and now is the time to scale our reach with proven leaders at the helm.
What You’ll Be Doing
Own Your Segment
Lead and manage a team of Account Executives responsible for the full sales cycle within a defined segment of North American accountsOwn segment-level pipeline, forecast accuracy, and monthly/quarterly MRR targets — taking full accountability from top-of-funnel through closeManage overall pipeline health and drive consistent execution against activity, conversion, and revenue KPIsCollaborate with SDR leadership to ensure a smooth, high-quality lead-to-deal handover processDevelop Your Team
Hire, coach, and develop a high-performing team of Account ExecutivesPartner with enablement teams to design and deliver onboarding programs for new hires, ensuring reps are ramped and productive as quickly as possibleDrive ongoing skill development through rolling coaching, call reviews, pipeline inspection, and structured feedback loopsIdentify individual performance gaps and implement targeted development plans to increase team output and rep tenureOptimize the Motion
Refine and optimize current sales processes, including all tools used to connect, demo,



and close new customersWork cross-functionally with Sales Ops, Marketing, Enablement, and Product to remove roadblocks, improve tooling, and streamline workflowsCollaborate with regional and functional leaders on developing and executing the outbound strategy playbookIdentify the best tools for list creation, outbound messaging, and deal executionAnd a little bit of…
Analyze sales forecasts, call volume, and pipeline health across the team and at the individual rep levelCreate new strategies to grow revenue streams and expand the team’s addressable marketEnsure clear communication and handoff processes across the broader sales organizationHow You’ll Know You’re Winning
Your team consistently meets or exceeds Net New MRR targetsNew hires ramp on schedule and hit productivity benchmarks within expected timelinesForecast accuracy is tight — projected scenarios reflect realityAverage deal MRR trends upward over time as segment targeting sharpensCross-functional partners consider you a go-to for process improvement and execution clarityWhat You Bring
Minimum 2 years of experience managing Account Executives in an outbound or full-cycle sales environmentDemonstrated ability to own a segment or territory from pipeline generation through close — with a strong sense of personal accountability for outcomesExperience working cross-functionally to identify and resolve process gaps, improve tooling,



and align stakeholdersProven ability to onboard, coach, and develop sales reps at multiple stages — new hire, developing, and high performerProficiency with Salesforce, Outreach, or comparable sales engagement platformsTech-savvy, with the ability to help team members who are less soEntrepreneurial and agile mindset with a bias toward action and comfort with ambiguityExperience with Retail or Hospitality point-of-sale systems is an assetProficiency in EnglishBe a changemaker
You’ll Enjoy
A flexible work environment that empowers you to do your best workA culture that celebrates performanceThe chance to make an impact in a team that’s big enough for career growth, but lean enough to make your voice heardCareer-defining opportunitiesPlus benefits designed to keep you happy, healthy and fulfilled.
Flexible paid time off and work from home policiesEquity options, because this is your company tooContributions to your pension plan. Your future mattersTraining opportunities to grow your skills and careerHealth and wellness credit so you feel your bestTime off to volunteer and give back to your communityInterest groups, employee led networks, social committees to sponsored sports teamsComputer purchase program to get your personal MacbookEnhanced parental leave to support growing familiesFuel 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 and inclusive team that’s passionate about empowering our communities.
At Lightspeed, we carefully consider a wide range of factors when determining compensation, including your skill set, qualifications,

📌 Manager, Outbound Account Executive (Winnipeg)
🏢 Lightspeed Commerce
📍 Winnipeg