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. We're hiring a Head of Sales - a role built to design and lead our commercial engine, not just execute against one.

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. This role requires a background in agency-side managed marketing services sales (not SaaS or programmatic media sales alone) and prior direct people management experience. Sell and support the sale of integrated digital marketing services (SEO, paid media, creative, marketing automation) to SMB and mid-market clients Design and implement a repeatable sales system: playbook, pipeline cadence, conversion tracking, and forecasting Hire, coach, and manage a team expected to grow Carry a personal new-business quota alongside management responsibilities Analyze conversion and pipeline data to identify structural gaps and drive process changes Own CRM hygiene and reporting discipline in HubSpot 3-5+ years selling managed digital marketing services (agency-side strongly preferred) - SEO, paid media, creative,



or marketing automation retainers sold to SMBs ~ Direct people management experience - has hired, onboarded, coached, and managed sales reps ~ Has personally built or significantly rebuilt a sales process, including CRM hygiene, pipeline cadence, and forecast reporting ~ Experience selling to marketing directors, CMOs, or founders/owners of SMB or mid-market companies ~ Consultative selling experience with complex, multi-stakeholder deals and longer sales cycles ~ Robust metrics literacy - conversion rate analysis, pipeline KPIs, funnel diagnostics ~ HubSpot proficiency or comparable CRM experience; familiarity with prospecting tools like Apollo, Clay, or LinkedIn Sales Navigator is a plus ~ Comfortable presenting to senior stakeholders and driving process change with a team ~ Comfortable building structure where none exists, to close necessary gaps Confidence to bring data and perspective to leadership conversations Ownership of team outcomes, not just personal numbers Competitive base salary plus performance-based OTE Real influence over how our sales organization is built Direct partnership with the COO and CEO, to create a long-term path to leading OCM's entire growth function A modern tech stack (HubSpot, Apollo, Clay, LinkedIn Sales Navigator) A defined path to earning equity in the company as you grow with the role #

📌 Director, Sales Retail & E-Commerce (Toronto)
🏢 One Core Media
📍 Toronto