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Key Media

Sales Leadership role- Media

Posted 23 Days Ago
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In-Office
Toronto, ON
Senior level
In-Office
Toronto, ON
Senior level
This sales leadership role involves driving revenue, managing a high-performing team, and collaborating across departments to achieve commercial success.
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Are you ready to take your sales career global? Join a high-performing, award-winning international media company with uncapped earning potential and a world of opportunity.


At Key Media, you’ll work with market-leading brands, collaborate with colleagues across continents, and enjoy the flexibility to work from anywhere in the world for up to 12 weeks a year. We’re a thriving B2B media company with teams in Australia, Canada, the US, the UK, New Zealand, Asia, and Europe, offering real pathways for global growth and cross-cultural leadership.


About the Opportunity

This is a pivotal sales leadership role, responsible for driving revenue and developing a high-performing team for one of our flagship portfolios. You’ll lead, coach, and inspire a talented group of sales professionals, translating strategy into results and building strong client relationships. You’ll have the autonomy to shape go-to-market plans, partner with cross-functional teams, and help us deliver outstanding commercial outcomes.


Why Join Us?

  • OTE $200k+ with uncapped commission and a competitive base salary
  • Comprehensive health, dental, and life insurance, plus confidential mental health support
  • Hybrid flexibility: work remotely or from our vibrant offices in major business hubs
  • Global career pathways and opportunities for international travel
  • Fun monthly socials, from puppy yoga to patio drinks
  • 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

What You’ll Be Doing

  • Leading, coaching, and motivating a team of sales professionals to exceed ambitious revenue targets
  • Joining key client meetings to support deal closure and provide leadership presence
  • Managing day-to-day sales activity, including pipeline coverage, forecasting, and performance tracking
  • Collaborating with Product, Editorial, Marketing, and Events to create compelling sales packages and client messaging
  • Championing CRM discipline and ensuring accurate forecasting and reporting
  • Supporting annual sales planning, pricing strategy, and calendar coordination
  • Fostering a high-performance, collaborative team culture and supporting career development

What We’re Looking For

  • Proven ability to lead, coach, and motivate sales teams
  • Strong B2B media or events sales expertise, ideally in financial services or a related sector
  • Skilled in consultative, needs-based selling and business development
  • Data-driven approach to pipeline management and forecasting
  • Ability to influence and align cross-functional teams
  • High commercial acumen, with experience in pricing, packaging, and sponsorship sales

About Us

Key Media is a global 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.


Our Culture

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.

Top Skills

CRM

Key Media Toronto, Ontario, CAN Office

312 Adelaide St, West Suite 800, Toronto, Ontario, Canada, M5V 1R2

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