As a Director of Sales, you will sell digital advertising, first-party audience data, and Healthcare AI solutions to U.S. pharmaceutical companies and healthcare media agencies. You will primarily be selling to pharmaceutical product managers, omnichannel commercialization teams, and media agency buyers (VP/Director of Media, media planners and strategists). This role is 75% new business development and 25% account management in Year 1. You will start with a small existing book of accounts to upsell and cross-sell, but must build your own net-new pipeline. Approximately 50% of leads are list-supplied, 25% are warm leads, and 25% are self-prospected — expect to drive close to 100% of your own outreach in the first three months as you ramp. This is an expansion hire on a succession track, reporting to the Sales Manager. The base salary is $95,000 – $110,000 CAD, plus commissions and bonuses.

COMPENSATION & BENEFITS

$90,000 – $110,000 CAD base salary

Year 1 OTE: $150,000 – $180,000 CAD

Year 2 OTE: $150,000 – $220,000 CAD

Residual commission on collected revenue from assigned accounts — accounts you build continue to pay you as long as you retain them

Commission is paid quarterly and annually

Top performer on the current team earns approximately $250,000 annually, reached over roughly five years

Health benefits — partially company-paid — plus a health benefit allowance

Laptop provided

Expense account

15 vacation days, 3 sick days, 3 personal days

Adaptable extended summer vacations

Office closed between Christmas and New Year’s

Quarterly contests and prizes

Company social events

THE COMPANY & CULTURE Our client was founded in approximately 2006 and is privately held with founder majority.



Based in North York, Ontario, they are an owned-and-operated digital media publisher with 19 employees company-wide and approximately 10 staff in the North York office. They are in an established growth stage, with 25 to 50% annual revenue growth. The company owns and operates 25+ digital sites with reach across 2,000+ partner sites and more than 100 million web pages. They deliver digital advertising, first-party audience data, and Healthcare AI solutions exclusively to the U.S. healthcare and B2B markets. Because they own their sites outright, they own their data — giving clients proprietary audience and identity data, lower cost-per-reach, and true omnichannel capabilities including content syndication, email, site sponsorships, and audience‑segmentation data. Their client list includes Sanofi, Kaiser Permanente, Lundbeck, Takeda, IBM, and Oracle. The culture is driven, results-oriented, and highly collaborative. It is a flat organization where the CEO and COO engage with all levels project‑by‑project. Strong emphasis on accountability and compensating people well for hitting targets.

OFFICE LOCATION & SALES TERRITORY

Head Office: North York, Ontario

Work arrangement: Office-based — 5 days per week. This is not a remote or hybrid role.

Sales territory: Assigned accounts (not geographic). Primarily the U.S.



healthcare market — approximately 75% direct pharmaceutical companies and 25% media and advertising agencies.

Overnight travel: 5 to 10% (approximately 1 to 2 days per month). Planned U.S. trips to New York, Philadelphia, and Boston; may also include client meetings, industry conferences, and events.

Hours: Approximately 50 hours per week, Monday to Friday. No regularly scheduled evening or weekend client calls.

Driver’s licence: Not required.

EXPERIENCE, BACKGROUND & EDUCATION REQUIREMENTS

5 to 15 years of direct B2B sales experience

Consultative, solution‑based selling of an intangible product — digital media, advertising, ad‑tech, programmatic, or a closely related marketing services product is strongly preferred

Healthcare media or pharma media background is a home run; DSP, programmatic, or digital publisher experience is ideal. Industry experience is not strictly required — the client will train the right candidate.

Strong self‑sourced hunting track record — must be comfortable generating your own pipeline through outbound prospecting

Experience selling to marketing, media, or pharmaceutical buyer profiles is an asset

Stable career history — progressive advancement within companies is a positive signal

Post‑secondary diploma minimum; a degree in Commerce, Marketing, Communications, or a related field is preferred but not a hard requirement

Must be within approximately 30 to 45 minutes of the North York office (commute over 1 hour is not workable for this role)

TECHNICAL SKILLS

Microsoft PowerPoint — Intermediate (required; you will build tailored pitch decks and follow‑up presentations)

Microsoft Excel — Int

📌 Director of Sales (Toronto)
🏢 Just Sales Jobs
📍 Toronto