Senior Services Engagement Director (AI)

Location: Greater Toronto Area, Ontario, Canada

Base compensation: $140,200–$184,100 annually, with possible commission or performance-based bonus opportunities.

Company

hirify.global provides an AI-powered experience orchestration platform used by more than 8,000 organizations worldwide to connect people, systems, data, and AI.

What you will do

• Drive Professional Services revenue growth across strategic Canadian accounts through account-specific strategies, pipeline plans, and expansion opportunities.
• Identify, qualify, and advance advisory, implementation, migration, optimization, and transformation engagements.
• Lead complex services sales motions covering AI-powered customer experience, automation, analytics, orchestration, cloud migration, and modernization.
• Develop outcome-based proposals and executive messaging focused on customer experience, adoption, operational efficiency, and return on investment.
• Partner with Sales, Solution Consulting, Customer Success, and delivery teams to align commercial commitments with successful execution.
• Advise executives on transformation roadmaps, AI adoption, governance, implementation strategy, and value realization.

Requirements

• 5–7+ years of experience in SaaS, cloud software, enterprise technology sales, or Professional Services sales.
• Proven success selling Professional Services and closing complex, multi-stakeholder revenue opportunities in SaaS, cloud, CCaaS, customer experience, or adjacent enterprise software.
• Experience with on-premises-to-cloud transformation, including migration, modernization, implementation, and optimization.
• Established relationships across Canada's three major telecommunications companies and Big Five banks.
• Strong account planning, opportunity management, commercial negotiation, executive communication, and pipeline development skills.
• Ability to travel up to 50% based on business and customer needs.

Nice to have

• Experience advising on AI adoption, AI governance, automation, analytics, or AI-enabled customer experience transformation.
• Experience with large Canadian telecommunications or financial services organizations.
• Familiarity with hirify.global Cloud or comparable enterprise CCaaS platforms and related services.
• Experience partnering with Professional Services delivery organizations.

Culture & Benefits

• Flexible-first working culture within a global organization.
• Extended group health coverage and generous paid vacation and personal leave.
• Retirement savings program with employer RRSP matching up to a prescribed maximum.
• Parental leave top-up, adoption assistance, paid volunteer time, and well-being resources.
• Learning resources, mentorship, leadership development, and internal mobility opportunities.

Hiring process

• Application review by Talent Acquisition and the hiring team.
• Zoom interview followed by meetings with the hiring manager and interview team.
• Most processes include no more than five interviews before final steps.