Account Executive – Canada – Enterprise

About This Opportunity

Our talent team is representing a confidential AI technology organization in their search for a founding Enterprise Account Executive based in Canada. This is a rare opportunity to join a well-funded company at an inflection point—building their first dedicated Canadian go-to-market motion from the ground up. You'll work directly with senior leadership to establish enterprise playbooks, drive seven-figure deals, and shape how Fortune 500 organizations adopt conversational AI capabilities.

We're seeking an experienced, self-motivated seller who thrives in greenfield environments and is passionate about the transformative potential of voice and agent technology across customer experience, automation, and digital workflows.

Responsibilities

• Build and manage a growing portfolio of new enterprise accounts across industries adopting conversational AI solutions
• Identify business opportunities where AI voice and agent capabilities can drive engagement, automation, or cost efficiency
• Generate and own pipeline through targeted outbound into priority accounts, partnering with SDRs and alliance teams to reach C-suite decision-makers
• Develop and execute account strategies to expand presence within key Canadian enterprise verticals such as financial services, public sector, and telecommunications
• Demonstrate deep expertise in conversational AI, voice technology, and how these capabilities unlock value across customer support, virtual agents, and in-app assistants
• Partner closely with customer success and solutions engineering to ensure smooth onboarding and account expansion
• Serve as a trusted advisor to clients on emerging trends in generative AI, voice interfaces, and agentic systems
• Navigate complex enterprise procurement and legal processes to accelerate deal velocity

What We're Looking For

• 7+ years of quota-carrying enterprise sales experience in SaaS or technology, ideally with exposure to AI, LLM-based products, or API-driven platforms
• Proven success closing seven-figure deals and managing complex, multi-stakeholder sales cycles
• Demonstrated ability to self-source pipeline and build territory from scratch in greenfield or emerging markets
• Deep understanding of enterprise procurement, with the ability to navigate legal and compliance requirements
• Experience selling technical solutions to product and engineering leaders; ability to translate complex technology into clear business value
• Strong executive presence and relationship-building skills at the C-suite and board level
• Comfort with autonomy and ambiguity; competitive, ownership-driven mindset suited to high-growth, early-stage environments
• Passion for agentic AI, voice AI, or audio AI and how these technologies unlock transformative customer outcomes
• Customer and product-driven mentality that prioritizes client satisfaction and scalability
• Bilingual (English/French) is a plus
• Based in Canada; strong preference for candidates in Toronto
• Able to operate primarily in ET timezone with flexibility to collaborate across CT, MT, and PT

How We Work With You

Candidates apply directly through Get A Job.ai. Our recruiting team will conduct an initial screen to understand your background, motivations, and fit for the role. If there's a strong match, we'll submit your profile to our client for consideration. Please do not attempt to contact the client directly, as all communication and interview coordination will be managed through our team to ensure a smooth and confidential process.

Pay

Compensation details will be discussed during the screening process and are competitive with enterprise SaaS sales roles at well-funded technology companies.

Equal Opportunity: Get A Job.ai is committed to inclusive hiring practices. We welcome applications from candidates of all backgrounds and work to ensure equitable access to opportunity.