About Key Media
Key Media is a global, independent media company connecting niche professional and affluent audiences with the brands that want to reach them. Through market‑leading publications, events, and digital platforms, we help businesses engage high‑net‑worth and premium consumer segments across multiple markets.
We are growing our commercial team in Toronto and are looking for an ambitious junior sales/partnerships professional to join us.
Location: Toronto, ON (hybrid – a mix of remote work and in-office collaboration)
Experience level: 1+ year in B2B sales, partnerships, sponsorships or similar
Employment type: Full-time or part time
This is a barter‑focused B2B sales role driving outbound partnerships across all Key Media brands. You’ll target luxury, lifestyle, wealth management, premium services, niche professional providers and other businesses focused on high‑net‑worth and affluent audiences. Instead of pure cash sales, you’ll use Key Media’s business data, event opportunities and media assets to structure value‑exchange / service‑for‑advertising deals that benefit both sides.
What you’ll be doing
Outbound prospecting & lead generation
- Run high‑volume outbound calls to targeted B2B barter prospects
- Follow up with tailored, persuasive emails to nurture and convert leads
- Build and manage a pipeline of potential partners across luxury, lifestyle, financial, professional services and premium brands
Partnership pitching & deal structure
- Pitch cross‑brand barter partnerships (services/products in exchange for advertising, content and data‑driven exposure)
- Use Key Media’s audience insights, media inventory and event offerings to craft compelling partnership proposals
- Negotiate clear, mutually beneficial value‑exchange deals aligned with partner and Key Media objectives
Internal collaboration & execution
- Work closely with sales, marketing, events and editorial teams to ensure deals are deliverable and on‑brand
- Coordinate internally to activate campaigns across digital, print, events and content channels
- Track performance of partnerships and contribute ideas to optimise and grow them over time
What you’ll need to succeed
- 1+ year of sales‑related experience – B2B sales, partnerships, sponsorships, media sales, or related
- Confident communicator – strong phone and email skills; consultative, professional and persuasive
- Comfortable with outbound activity – you enjoy making calls, following up and driving your own pipeline
- Organised and proactive – able to manage high call and email volumes, keep accurate records and follow through
- Results‑focused – motivated by targets and commercial outcomes
- Media/events or premium/affluent‑segment knowledge is a strong plus, but not essential
- Toronto based, with the ability to work in a hybrid model (combination of remote and in‑office days)
What we offer
- Opportunity to work across multiple leading media brands with premium, high‑value audiences
- A hybrid working environment combining flexibility with in‑person collaboration in Toronto
- Competitive starting salary and commission scheme (OTE $70-80k CAD)
- Training and support from experienced sales and media professionals
- Clear performance targets and the chance to directly impact revenue and growth
- A collaborative, entrepreneurial culture where new ideas and initiative are encouraged
- Health and Dental benefits
- Travel Orange - the chance to work from anywhere in the world for up to 12 weeks of the year
About Key Media
Key Media is a global business media company with leading B2B brands across insurance, finance, legal, HR and more, with offices in Sydney, Toronto, Auckland, Manila, Denver, London and Singapore. We connect business leaders with the insight, connections and recognition they need to thrive.
Vacancy status
This posting is for an existing vacancy that we are actively recruiting to fill.
Use of artificial intelligence in hiring
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.
Inclusion, equity & accessibility
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 [email protected].
Application updates
Candidates who interview for this role will receive an update on their application status no later than 45 days after their last interview, and in most cases much sooner.
Key Media Toronto, Ontario, CAN Office
312 Adelaide St, West Suite 800, Toronto, Ontario, Canada, M5V 1R2


