Account Executive, Enterprise

Toronto · USD 318,800-403,200 · 5+ years experience · Full-time · Hybrid · Posted Oct 15, 2026

At a glance

The Enterprise Account Executive will drive the growth and success of AI solutions within the legal and professional services markets.
This role involves managing the full sales cycle, from prospecting to contracting and onboarding, while building long-term relationships with large enterprise clients.

Develop and manage a named account list.
Execute the full sales cycle from prospecting to contracting, onboarding, launching, and growing new users.
Achieve and exceed revenue targets and key sales metrics.
Collaborate cross-functionally with engineering and product teams to tailor solutions to client goals.
Build relationships with key decision-makers and stakeholders.
Conduct product demonstrations and presentations showcasing AI systems.
Develop and document a sales playbook to enable scaling.

Minimum 5 years of experience in enterprise B2B SaaS sales.
Proven track record of selling complex software solutions to enterprise clients.
Ability to execute on a consultative, solutions-oriented, value-based selling methodology.
Ability to lead a complex, multi-threaded sale with stakeholders ranging from executives to end-users.
Ability to convey technical concepts to non-technical audiences.
Demonstrated passion for AI and its applications in knowledge work.
Interest in the legal profession and helping lawyers improve efficiency.

Structured hybrid working arrangement: 3 days in the Toronto office, 2 days working from home.