Enterprise Account Executive in Toronto

Join us at Zendesk, where we're on a mission to power exceptional service for every person on the planet. We're accelerating that ambition by building products rooted in AI, automation, and intelligent customer experiences, because behind every interaction lies an opportunity to make a human connection.

We’re seeking a proven Enterprise Account Executive to join our sales team, driving growth within one of the most dynamic technology markets in the world. In this role, you’ll help Enterprise organizations transform their customer experience through AI-driven service solutions that improve efficiency, scalability, and impact.

You will play a vital role in growing our Enterprise account base by:

• Driving top line revenue growth by acquiring new Enterprise customers and executing strategies to penetrate top-tier technology and innovation accounts.
• Proactively identifying and pursuing opportunities to expand AI and automation adoption, cross-selling and upselling Zendesk’s solutions to optimize customer outcomes and profitability.
• Creating quarterly territory and account plans, outlining strategies and actionable tactics to increase Zendesk’s Enterprise market share in the region.
• Developing a deep understanding of Zendesk’s AI and CX platform, aligning our technology to customers’ business objectives and transformation goals.
• Leading complex, multi-stakeholder sales cycles, including multi month, value-centric deals with proof of concept stages and AI-enabled solution design.
• Maintaining a robust, well qualified pipeline and accurate forecasting to exceed quarterly and annual revenue goals.
• Building and sustaining C-level executive relationships, positioning Zendesk as a trusted advisor in customer experience and AI innovation.
• Collaborating cross-functionally with leadership, Customer Success, Solutions Engineering, and Product teams to deliver cohesive, value-driven solutions.
• Negotiating and closing high value, enterprise scale deals using a consultative approach and compelling business cases that highlight measurable ROI.
• Staying current with industry trends, AI advancements, and competitive landscapes to effectively position Zendesk in a rapidly evolving market.

What You Bring to the Role:

• 8+ years of cloud/software B2B sales or solution engineering experience, with a consistent record of exceeding sales targets.
• Proven success navigating complex Enterprise sales cycles involving multi month engagements, proof of concepts, and executive-level stakeholder management.
• Demonstrated success selling into Enterprise organizations ($1B+ in revenue), especially within the technology sector.
• Strong track record of quota attainment (2 of the last 3 years) and recognition for top performance; President’s Club membership a plus.
• Skilled in engaging VP and C-level executives, with the ability to articulate the value of AI-powered CX solutions in business terms.
• Strong presentation, negotiation, and closing abilities with consultative selling expertise.
• Experience creating and executing territory and account growth plans that drive measurable results.
• Entrepreneurial spirit, collaborative mindset, and passion for innovation and professional growth.
• Familiarity with key Sales tools, including Salesforce, Outreach, Clari, Seismic, and Looker.
• BA/BS degree or equivalent experience required.
• Willingness to travel as needed for customer and team engagements.

Who You Are:

• New Logo Hunter: Energized by prospecting and winning new business in competitive markets.
• AI & Tech Trailblazer: Expert at using AI-powered tools and data to identify, engage, and convert high-value prospects.
• Executive Communicator: Quickly builds credibility and trust with senior decision makers across business and IT.
• Strategic Closer: Delivers bespoke, innovative solutions that differentiate Zendesk and drive immediate impact.
• Relentless Learner: Continuously adapts, embracing emerging trends to elevate your sales game.
• Collaborative Influencer: Proactively partners across teams sharing best practices in prospecting strategies, sales process, and value positioning to elevate collective new business success.

The US annualized OTE (On Target Earnings) range for this position is $283,000.00-$425,000.00 with a pay mix of 50/50 (base/commission). This position may also be eligible for bonus, benefits, or related incentives.

Zendesk believes in offering our people a fulfilling and inclusive experience. Our hybrid way of working enables us to purposefully come together in person, at one of our many Zendesk offices around the world, to connect, collaborate and learn whilst also giving our people the flexibility to work remotely for part of the week.

Zendesk is an equal opportunity employer, and we’re proud of our ongoing efforts to foster global diversity, equity, & inclusion in the workplace.