Media Sales

Overview

Experienced Media Sales Executive – Kingston, Canada (Hybrid: 2 Days/Week in Office). We’re building our Kingston, Canada sales team to expand our pipeline of energetic and talented sales professionals for B2B titles and events. This posting is to build a talent pool for anticipated future vacancies in 2026 and beyond in our Kingston office. If you have strong media sales experience and are excited by what you read here, we’d love to hear from you.

Life at Key Media:
We are home to trusted B2B media brands spanning legal, HR, safety, insurance, mortgage and finance. We create the best content accessed by people when and how they want, while recognizing and celebrating excellence in business and leadership. Our purpose is to inform, connect, educate, inspire and reward business people around the world.

• Based in Kingston, Canada
• Hybrid – typically 2 days per week in our Kingston office, with flexibility to work remotely on other days

• Great package – strong base and uncapped commission structure (OTE for experienced media sales roles typically around $120,000–$150,000 CAD, with higher earnings possible for top performers)
• Strong media portfolio – represent established, digital‑first B2B brands
• Travel Orange – the opportunity to work from another location worldwide for up to 12 weeks per year
• Paid leave – volunteer leave plus earn an extra day of paid leave for each year that you work for us
• Rewards – access to employee recognition programs, including quarterly awards, vouchers and travel incentives
• Flexible hybrid working arrangement
• Supportive, collaborative culture with regular opportunities to connect across global teams

(Exact package and benefits will be confirmed in individual offers and may vary slightly by location and role.)

On a day-to-day basis, our media sales professionals are responsible for:

• Account management of existing customers and new business development
• Working with some of the world’s fastest‑growing global brands
• Enjoying the benefits of a vibrant and growing market with huge opportunities for growth

Positions typically involve:

• Media sales – representing strong B2B media brands in various business verticals (e.g. Insurance, Mortgage, Wealth, Legal, HR, etc.)
• Innovation – introducing new and innovative ad technology opportunities for our advertisers
• Account management – working with clients ranging from SMEs to big corporates (direct and through agencies)
• Business development – cultivating new business opportunities across a range of clients
• Collaboration – working closely with a range of people across the company (sales, marketing, editorial and design)
• Working to realistic KPIs and updating our CRM on a regular basis

We are particularly interested in candidates who:

• Have media sales experience – 3+ years of proven, successful advertising sales experience (digital/B2B experience strongly preferred)
• Are results‑driven, self‑motivated, and willing to go the extra mile to achieve and exceed sales targets
• Have strong communication skills – superior client liaison, presentation and negotiation skills
• Are comfortable working with senior stakeholders at agencies and brands
• Are based in, or willing to relocate to, Kingston, Canada and can work in‑office 2 days per week as part of our hybrid model when roles become available

Talent pool for future roles.

We use automated tools / artificial intelligence to help with note‑taking during interviews. All decisions on candidate progression and hiring are made by human reviewers.

We are committed to employment equity and an inclusive, barrier‑free selection process. We welcome applications from all qualified candidates, including members of visible minorities, Indigenous peoples, persons with disabilities, women, and persons of any sexual orientation or gender identity/expression. If you require accommodation during any stage of the recruitment process, please contact us at

For specific vacancies arising from this talent pool, candidates who interview will receive an update on their application status no later than 45 days after their last interview, and in most cases much sooner.

Learn more about life at Key Media here:
Life at Key Media on Vimeo