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VP Sales $100,000 jobs in Toronto, ON

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Job Post Details

Head of Sales
North York, ON M3J 2V5
•
Hybrid work
$150,000–$200,000 a year
Full-time

Job details

$150,000–$200,000 a year
Full-time
Hybrid work in 1000 Finch Avenue West, North York, ON M3J 2V5

Full job description

About One Core Media

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 Opportunity

We'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.

Important

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. Candidates without both will not be a fit for this particular role.

What You'll Do

  • 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

What We're Looking For

Experience & Background

  • 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
  • Track record of quota attainment, both personally and as a team leader
  • Experience selling to marketing directors, CMOs, or founders/owners of SMB or mid-market companies

Skills & Competencies

  • Consultative selling experience with complex, multi-stakeholder deals and longer sales cycles
  • Strong 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

What Sets Successful Candidates Apart

  • A builder mentality - energized by creating process, not just running someone else's playbook
  • Confidence to bring data and perspective to leadership conversations
  • Ownership of team outcomes, not just personal numbers

What We Offer

  • 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

Pay: $150,000.00-$200,000.00 per year

Application question(s):

  • Have you directly managed a sales team?
  • How many years have you spent selling digital marketing services (paid media, SEO, web development, or similar)?

Experience:

  • Head of Sales: 3 years (required)

Work Location: Hybrid remote in North York, ON M3J 2V5

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