OverviewAccount ExecutiveReports To: Director of Client Services & OperationsSalary: $55,000 - $60,000/yr + Commission and incentivesWe are actively hiring for this positionAbout the RoleWe are seeking an entrepreneurial, self‑driven B2B Sales Representative to grow our presence across the Greater Toronto Area. This is a true business‑development role — ideal for someone who thrives on building relationships, opening doors, and owning the full sales cycle from prospecting through close. You will be responsible for creating your own pipeline, building and managing a CRM from scratch, conducting in‑person sales visits, delivering product demonstrations, and converting prospects into long‑term customers.Key ResponsibilitiesBusiness Development & ProspectingIdentify, target, and qualify current B2B prospects across the GTABuild your own lead pipeline through cold outreach, networking, referrals, and field activityResearch target accounts and decision‑makers to support a consultative sales approachMaintain an active presence in the field, including customer visits and local market activityCRM & Pipeline ManagementBuild, manage, and maintain a CRM with accurate prospect, account, and pipeline dataTrack all sales activity, follow‑ups, forecasts, and outcomesUse CRM insights to manage territory performance and prioritize opportunitiesSales Visits & Product DemonstrationsConduct in‑person and virtual sales meetings with prospective clientsDeliver engaging product demonstrations tailored to customer needs and pain pointsPresent proposals, pricing,



and solutions clearly and confidentlyHandle objections and negotiate terms to close new businessAccount Acquisition & GrowthClose new B2B customers and transition accounts effectively into onboardingDevelop strong client relationships to support retention and future upsell opportunitiesGather market and customer feedback to inform product and sales strategyReporting & CollaborationProvide regular updates on pipeline health, wins, losses, and market insightsCollaborate with internal teams (operations, marketing, leadership) to support growthRepresent the company professionally in the market at all timesQualifications & ExperienceRequired2–5+ years of experience in B2B sales, business development, or account acquisitionProven ability to prospect, hunt, and close new business independentlyExperience building and managing a CRM and personal sales pipelineComfortable with cold outreach, in‑person sales visits, and field‑based sellingStrong presentation, communication, and negotiation skillsValid driver’s license and ability to travel throughout the GTAPreferredExperience selling tangible products, services, or solutions in a competitive B2B environmentFamiliarity with CRM tools (e.G., HubSpot, Salesforce,



Pipedrive, Zoho, etc.)Background in territory or field salesEntrepreneurial mindset with a high level of accountabilityWhat Success Looks Like in This RoleConsistently building and converting a healthy pipeline of qualified leadsStrong field presence with regular customer visits and demonstrationsAccurate and disciplined CRM usageMeeting or exceeding new‑business revenue targetsBecoming a trusted partner to customers, not just a vendorWhy Join UsOpportunity to build and own a territoryHigh autonomy with visible impact on company growthCompetitive base salary plus commission structureCareer growth potential as the business scalesInterview ProcessOur recruitment process is structured and transparent, with candidates assessed consistently against role‑related criteria.Step 1:Qualified candidates complete an initial phone or virtual interview with a Talent Acquisition Specialist.Step 2:Shortlisted candidates participate in a phone or virtual interview with the Hiring Manager.Step 3:Selected candidates attend an in‑person or virtual interview with the Hiring Manager and relevant team members.AI DisclosureWe use AI‑assisted tools to help screen resumes for key skills and minimum requirements relevant to the role. All results are reviewed by our hiring team to ensure thoughtful and balanced decision making.Match Retail is an equal opportunity employer. We celebrate diversity and are committed to fostering an inclusive environment for all.#J-18808-Ljbffr

📌 Account Executive - $55,000 - $60,000 A Year (Winnipeg)
🏢 Match Retail
📍 Winnipeg