Media Sales - $140k OTE

Sales Executive

Ready to take your career global? At Key Media, you'll work with world-class brands, travel to major business hubs, and enjoy uncapped earning potential. Collaborate with colleagues across continents, grow fast, and even work from anywhere in the world for up to 12 weeks a year.

We're an award-winning international business media company, and we're hiring. Join our Canadian team as a Sales Executive and help drive the success of industry-leading brands and events, including HR Future Fest, Investment News, and Wealth Professional.

Why join us?

• $120–$140k OTE with uncapped commission, competitive base salary, and accelerated earnings potential
• Comprehensive health, dental, and life insurance, plus confidential mental health support
• Hybrid flexibility: work remotely or enjoy our vibrant downtown Toronto office
• Global career pathways with opportunities for international travel
• Fun monthly socials (from puppy yoga to patio drinks)
• Ongoing development through 1-on-1 sales training and unlimited LinkedIn Learning access
• Extra vacation: earn an additional day each year you're with us
• One paid day annually to volunteer for a cause you care about
• Work from anywhere in the world for up to 12 weeks per year
• Quarterly awards and recognition, with prizes, gift cards, and travel perks

Work on some of North America's most exciting brands

We reach and inspire over 2.4 million professionals every month. Through our festivals, summits, and niche publications, KM connects brands with a highly engaged audience via 59 B2B websites and 14 magazines.

As part of our US and Canadian teams, you'll sell across market-leading titles and flagship events that connect, inform, and celebrate key industries, including:

• HR Future Fest: a high-energy, forward-looking event for HR leaders and innovators
• Investment News: a trusted source for financial advisors and wealth management professionals across the US
• Wealth Professional: Canada's leading platform for financial services news, insights, and awards programs

These brands and events are known for their influence, innovation, and high-quality audiences, giving you an unbeatable platform for success.

What you'll be doing

• Selling advertising and sponsorship across a portfolio of industry-leading B2B brands
• Building new client relationships and nurturing existing ones
• Driving business development for digital platforms and live events
• Managing accounts, negotiating packages, and identifying new revenue opportunities
• Collaborating with colleagues across the globe to create solutions that meet client goals

What we're looking for

• Experience in B2B media sales (digital, events)
• Strong skills in business development and account management
• Confident in consultative, needs-based selling
• Self-motivated, results-focused, and collaborative

If you don't have media experience, but you do have consultative selling experience and the right attitude, we're open to providing full product and industry training to help you succeed

About us

Your next role could take you around the world, and we mean that literally. With teams across Australia, Canada, New Zealand, the Philippines, the US, the UK, and Europe, we offer real opportunities to grow globally. Whether you're collaborating across continents or traveling to support live events, you'll gain international exposure, cross-cultural experience, and the chance to do meaningful work on a global stage.

We're a thriving B2B media company creating award-winning content and events across industries like legal, HR, insurance, finance, education, property, and more. With over 350 talented team members, we connect professionals through digital platforms, in-person events, and print, always delivering high-impact work that informs, celebrates, and brings business communities together.

People stay at Key Media for one big reason: the culture. We call it orange energy. We're collaborative, full of energy, and kind. We offer the flexibility to work hybrid, plus regular socials, DEI initiatives, and a sense of belonging. We give people the freedom to take ownership, share ideas, and grow their careers quickly. If you want to do great work, be yourself, and explore global opportunities, we would love to hear from you.