Director of Event Sales - NAUK

Director of Event Sales (North America & UK)

Join an award‑winning international B2B media company with a portfolio of large‑scale business events, ambitious global growth plans, and a unique opportunity to take ownership of high‑value sponsorship revenue across two major regions.

At Key Media, you’ll lead the commercial success of a flagship portfolio of events across North America and the UK—driving sponsorship revenue while shaping the strategy, structure, and performance of our event sales function.

We’re 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, you’ll collaborate with senior colleagues worldwide, influence global strategy, and unlock international career opportunities.

About the Opportunity

This is a senior, high‑impact commercial leadership role for an experienced event sales professional who thrives on both winning business and building high‑performing teams.

You’ll 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, you’ll shape go‑to‑market strategies, refine sponsorship offerings, and drive revenue growth across a diverse portfolio of events.

You’ll have the autonomy to:

• Lead sponsorship revenue generation across a portfolio of large‑scale 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 high‑earning commission structure
• Comprehensive health and dental benefits
• Flexible work: hybrid set‑up, flexible hours, and access to our vibrant downtown Toronto office
• E‑learning 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 you’re 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 You’ll Be Doing

• Driving end‑to‑end sponsorship sales, from prospecting through to closing and post‑event review
• Building and managing a portfolio of high‑value strategic accounts across tech and AI sectors
• Leading and mentoring event sales reps across the NA/UK region through coaching and best‑practice frameworks
• Overseeing day‑to‑day 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, market‑leading sponsorship propositions
• Delivering post‑event 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 data‑led decision making across the sales function

What We’re Looking For

Experience:
5+ years of proven success in event sponsorship, media sales, or B2B commercial roles, with experience managing high‑value deals and senior stakeholders

Leadership:
Experience mentoring or managing sales professionals, with a passion for coaching and building high‑performing 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 innovation‑led sectors is highly desirable

Communication:
Confident engaging with senior decision‑makers and influencing both clients and internal stakeholders

Data & Process:
Highly organised, with strong CRM discipline and a data‑driven approach to performance management

Mindset:
Ambitious, strategic, and hands‑on—equally 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 award‑winning 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. We’re collaborative, energetic, and supportive. We give people real ownership, encourage new ideas, and back our teams to grow fast and succeed.

You’ll be joining a business where your impact is visible, your voice is heard, and your success is recognised.

If you’re a senior event sales professional ready to step into a leadership role—with the opportunity to shape strategy, lead a team, and drive high‑value partnerships with global brands—we’d love to hear from you.

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 alix.thompson@keymedia.com, and candidates who interview for this role will receive an update on their application status within 45 days of their last interview.