Salary: OTE $220k+
Director of Event Sales (North America & UK)
Join an awardwinning international B2B media company with a portfolio of largescale business events, ambitious global growth plans, and a unique opportunity to take ownership of highvalue sponsorship revenue across two major regions.
At Key Media, youll lead the commercial success of a flagship portfolio of events across North America and the UKdriving sponsorship revenue while shaping the strategy, structure, and performance of our event sales function.
Were a thriving global media business with teams in Australia, Canada, the US, the UK, New Zealand, Asia, and Europe. Based in Toronto with hybrid flexibility, youll collaborate with senior colleagues worldwide, influence global strategy, and unlock international career opportunities.
About the Opportunity
This is a senior, highimpact commercial leadership role for an experienced event sales professional who thrives on both winning business and building highperforming teams.
Youll own a portfolio of strategic sponsorship accounts while also leading and developing a team of event sales professionals across North America and the UK. Working closely with senior stakeholders, youll shape gotomarket strategies, refine sponsorship offerings, and drive revenue growth across a diverse portfolio of events.
Youll have the autonomy to:
- Lead sponsorship revenue generation across a portfolio of largescale B2B events in North America and the UK
- Own and grow relationships with Tier 1 technology, AI, and emerging tech brands
- Drive commercial strategy across events, including packaging, pricing, and market positioning
- Provide coaching, structure, and direction to a team of event sales professionals
- Identify new growth opportunities across existing and future event portfolios
- Act as the key commercial partner to internal teams across production, marketing, content, and operations
Why Join Us?
- Competitive base salary with a highearning commission structure
- Comprehensive health and dental benefits
- Versatile work: hybrid setup, flexible hours, and access to our vibrant downtown Toronto office
- Elearning and development support through LinkedIn Learning
- Confidential Employee Assistance Program (EAP) with free access to counselling
- Extra vacation: earn an additional paid vacation day for every year youre with us
- One paid volunteer day each year to support a cause you care about
- Global career pathways, international travel opportunities, and exposure to senior stakeholders
- Rewards and recognition programs, including quarterly awards and incentives
- Travel Orange work from anywhere in the world for up to 12 weeks of the year
What Youll Be Doing
- Driving endtoend sponsorship sales, from prospecting through to closing and postevent review
- Building and managing a portfolio of highvalue strategic accounts across tech and AI sectors
- Leading and mentoring event sales reps across the NA/UK region through coaching and bestpractice frameworks
- Overseeing daytoday pipeline health, deal progression, and sales activity using CRM
- Standardising sales processes to improve efficiency, consistency, and performance across the team
- Partnering with event, marketing, and content teams to deliver compelling, marketleading sponsorship propositions
- Delivering postevent reporting, sponsor debriefs, and internal performance insights
- Contributing to quarterly and annual commercial planning and revenue strategy
CRM & Performance Leadership
- Reviewing CRM performance daily, ensuring pipeline accuracy and strong activity levels across the team
- Proactively addressing stalled deals, gaps in activity, and pipeline risks
- Tracking and reporting on key metrics including revenue, pipeline coverage, deal velocity, and renewal rates
- Driving accountability, discipline, and dataled decision making across the sales function
What Were Looking For
Experience:
5+ years of proven success in event sponsorship, media sales, or B2B commercial roles,
with experience managing highvalue deals and senior stakeholders
Leadership:
Experience mentoring or managing sales professionals, with a passion for coaching and building highperforming teams
Commercial Strength:
Strong track record of driving revenue growth, developing strategic accounts, and owning complex sales cycles
Industry Knowledge:
Experience working with technology, AI, or innovationled sectors is highly desirable
Communication:
Confident engaging with senior decisionmakers and influencing both clients and internal stakeholders
Data & Process:
Highly organised, with strong CRM discipline and a datadriven approach to performance management
Mindset:
Ambitious, strategic, and handsonequally comfortable closing deals and leading from the front
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 awardwinning content and events that connect business leaders with the insight, connections, and recognition they need to thrive.
People stay at Key Media for one key reason: the culture. Were collaborative, energetic, and supportive. We give people real ownership, encourage new ideas, and back our teams to grow fast and succeed.
Youll be joining a business where your impact is visible, your voice is heard, and your success is recognised.
If youre a senior event sales professional ready to step into a leadership rolewith the opportunity to shape strategy, lead a team, and drive highvalue partnerships with global brandswed love to hear from you.
This posting is for an existing vacancy we are actively recruiting to fill. We may use AIassisted tools for interview notetaking, 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)
🏢 CareerBeacon
📍 Toronto