Senior Strategist, Enterprise (AI)

Location: Toronto, Ontario; hybrid model with four or more days per week in the office; global travel required for client work

Estimated compensation: $85,000–$100,000 per year.

Company

hirify.global provides live, expert-led training in AI, Data, Design, Marketing, and Product and helps leading organizations build scalable, enterprise-wide AI capabilities.

What you will do

• Build relationships with C-suite executives, business leaders, and AI, Product, Marketing, Design, and Data leaders.
• Advise enterprise clients on AI capability building, digital operating models, products, customer experience, and competitive dynamics.
• Lead discovery, current-state assessments, target-state capability design, and transformation roadmaps.
• Manage client relationships, lead workstreams, and facilitate executive workshops that produce decisions and momentum.
• Develop proposals, presentations, business cases, engagement documentation, and advisory points of view.
• Contribute to thought leadership, events, and client conversations on AI, digital technology, and innovation.

Requirements

• Bachelor’s degree or equivalent professional experience.
• 3–6 years of professional experience in a client-facing role, including direct work with enterprise or corporate clients; consulting, strategy, or advisory experience is a plus.
• Ability to independently structure complex, ambiguous business problems and develop and defend a clear point of view.
• Strong executive presence and communication skills, including presenting to and advising senior stakeholders.
• Experience leading client workshops, discovery sessions, or working sessions.
• Excellent attention to detail, strong organizational skills, and ability to lead multiple workstreams concurrently.
• Current interest in AI, digital technology, and organizational capability and operating-model transformation.
• Genuine enthusiasm for in-person work and collaboration; the role requires four or more office days per week.
• Willingness to travel globally for client work as required.

Culture & Benefits

• Hybrid work with work-from-home flexibility and flexible working hours.
• Mentorship, learning and development, service recognition, and social programs.
• Comprehensive health and wellness benefits.
• Retirement planning and parental leave.
• Socials, outings, and retreats.