Director of Event Sales - NAUK

Key Media • Toronto, ON

21h • Hybrid

About The Position

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. 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.

Requirements

• 5+ years of proven success in event sponsorship, media sales, or B2B commercial roles, with experience managing high‑value deals and senior stakeholders
• Experience mentoring or managing sales professionals, with a passion for coaching and building high‑performing teams
• Strong track record of driving revenue growth, developing strategic accounts, and owning complex sales cycles
• Experience working with technology, AI, or innovation‑led sectors is highly desirable
• Confident engaging with senior decision‑makers and influencing both clients and internal stakeholders
• Highly organised, with strong CRM discipline and a data‑driven approach to performance management
• Ambitious, strategic, and hands‑on—equally comfortable closing deals and leading from the front

Responsibilities

• 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
• 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
• 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

Benefits

• Competitive base salary with a high‑earning commission structure
• Comprehensive health and dental benefits
• 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 This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed