One Core Media is a Toronto-based digital marketing agency serving clients across North America in retail/eCommerce, B2B, home services, legal, and medical verticals. Since 1999, we've built an integrated offering spanning paid media, SEO, creative, programmatic, and marketing automation - and we're now investing in the growth of our sales organization.The OpportunityWe're hiring a Head of Sales - a role built to design and lead our commercial engine, not just execute against one. This hire will build the structure and lead the team that drives it.This is a player-coach role for an experienced sales leader who has built a process before and wants to do it again, at a company where the results will be visible immediately.ImportantThis role requires a background in agency-side managed marketing services sales (not SaaS or programmatic media sales alone) and prior direct people management experience. Candidates without both will not be a fit for this particular role.What You'll DoSell and support the sale of integrated digital marketing services (SEO, paid media, creative, marketing automation) to SMB and mid-market clientsDesign and implement a repeatable sales system: playbook, pipeline cadence, conversion tracking, and forecastingHire, coach, and manage a team expected to growCarry a personal new-business quota alongside management responsibilitiesAnalyze conversion and pipeline data to identify structural gaps and drive process changesOwn CRM hygiene and reporting discipline in HubSpotWhat We're Looking ForExperience & Background3-5+ years selling managed digital marketing services (agency-side strongly preferred)



- SEO, paid media, creative, or marketing automation retainers sold to SMBsDirect people management experience - has hired, onboarded, coached, and managed sales repsHas personally built or significantly rebuilt a sales process, including CRM hygiene, pipeline cadence, and forecast reportingTrack record of quota attainment, both personally and as a team leaderExperience selling to marketing directors, CMOs, or founders/owners of SMB or mid-market companiesConsultative selling experience with complex, multi-stakeholder deals and longer sales cyclesStrong metrics literacy - conversion rate analysis, pipeline KPIs, funnel diagnosticsHubSpot proficiency or comparable CRM experience; familiarity with prospecting tools like Apollo, Clay, or LinkedIn Sales Navigator is a plusComfortable presenting to senior stakeholders and driving process change with a teamComfortable building structure where none exists, to close necessary gapsWhat Sets Successful Candidates ApartA builder mentality - energized by creating process, not just running someone else's playbookConfidence to bring data and perspective to leadership conversationsOwnership of team outcomes, not just personal numbersWhat We OfferCompetitive base salary plus performance-based OTEReal influence over how our sales organization is builtDirect partnership with the COO and CEO, to create a long-term path to leading OCM's entire growth functionA up-to-date tech stack (HubSpot, Apollo, Clay, LinkedIn Sales Navigator)A defined path to earning equity in the company as you grow with the role #J-18808-Ljbffr

📌 Head Of Sales (Toronto)
🏢 One Core Media
📍 Toronto