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Key Media

Sales Development Representative (3-Month Contract)

Posted 9 Days Ago
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Hybrid
Toronto, ON, CAN
Entry level
Hybrid
Toronto, ON, CAN
Entry level
Contract Sales Development Representative responsible for outbound prospecting (phone, email, LinkedIn), qualifying prospects, booking meetings for senior sales reps, managing lead pipeline, and keeping CRM activity up to date to drive sponsorship and media revenue across North America.
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Sales Development Representative (3-Month Contract)

Join an award‑winning international B2B media company at a pivotal growth moment, and play a key role in driving new business opportunities across North America.

At Key Media, you’ll support our commercial teams by generating high‑quality meetings with senior decision‑makers, helping fuel media and sponsorship revenue across a portfolio of innovative B2B publications and events. This is a fast‑paced, high‑impact opportunity ideal for recent graduates or early‑career professionals looking to break into sales.

We’re a thriving global media business with teams across Australia, Canada, the US, the UK, New Zealand, Asia, and Europe. Based in Toronto, you’ll collaborate with experienced sales professionals and gain exposure to a truly international organisation.

About the Opportunity

This is a 3‑month contract role (with possible extension) focused on new business meeting generation during a key commercial period. You’ll work closely with senior sales reps to identify, engage, and qualify prospective clients, booking meetings that directly contribute to revenue growth.

You’ll have the autonomy to:

  • Identify and prospect new business opportunities across key markets
  • Conduct outbound outreach (phone, email, LinkedIn) to engage decision‑makers
  • Qualify prospects and book meetings for senior sales representatives
  • Build and manage a pipeline of leads during a critical sales window
  • Maintain accurate activity tracking in CRM systems
  • Collaborate closely with sales teams to refine outreach and targeting strategies

Why Join Us?

  • Competitive hourly rate (equivalent to ~$50K CAD annual salary)
  • Competitive bonus paid per qualified meeting booked and attended
  • Uncapped earning potential over the contract period
  • Hybrid working from our vibrant downtown Toronto office 
  • Opportunity to gain hands‑on experience in a high-performing B2B sales environment
  • Structured onboarding and support from experienced sales professionals
  • Exposure to a global media business and senior commercial stakeholders
  • A strong CV‑building opportunity with a recognised international brand
  • Potential opportunity for future roles based on performance
  • Energetic, collaborative team culture with clear goals and measurable success

What You’ll Be Doing

  • Generating new business meetings to support sponsorship sales across North America
  • Conducting high‑volume outbound prospecting via phone, email, and LinkedIn
  • Engaging and qualifying prospective clients to identify strong commercial opportunities
  • Booking meetings for senior sales reps with qualified decision‑makers
  • Working toward clear daily and weekly activity and booking targets
  • Keeping CRM systems up to date with accurate pipeline and activity data

What We’re Looking For

  • A recent graduate or early‑career professional with a strong interest in sales
  • Confident communicator, comfortable speaking with senior stakeholders
  • Highly motivated, resilient, and target‑driven
  • Comfortable working in a fast‑paced, high‑activity environment
  • Strong organisational skills and attention to detail
  • A proactive mindset with the ability to learn quickly and take feedback on board

About Key Media & Our Culture

Key Media is a global B2B media company with leading brands across insurance, finance, legal, HR, and more. We create award‑winning content and events that connect business leaders with insight, connections, and recognition.

People stay at Key Media for one key reason: the culture. We’re collaborative, energetic, and supportive. We give people real responsibility, celebrate success, and create opportunities for growth.

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

This posting is for an existing vacancy we are actively recruiting to fill. We may use AI‑assisted tools for interview note‑taking, but all decisions about candidate progression and hiring are made by people. Key Media is committed to employment equity and an inclusive, accessible recruitment process; we welcome applications from all qualified candidates and provide accommodations on request at [email protected], and candidates who interview for this role will receive an update on their application status within 45 days of their last interview.

Key Media Toronto, Ontario, CAN Office

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

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