Enterprise Account Executive (AI)

Location: Remote in Canada; Toronto

Compensation: CA$305K–CA$370K, plus equity and commission

Company

hirify.global develops customer-facing AI agents that help major brands transform customer service and business growth.

What you will do

• Drive complex enterprise deals independently from prospecting through close.
• Manage six- and seven-figure deal cycles and build trusted relationships with C-suite stakeholders.
• Identify deal risks early, create stakeholder maps, and guide account strategy.
• Partner with management and co-founders on pricing, escalation timing, executive alignment, and deal strategy.
• Lead deal teams and raise execution standards across the sales organization.
• Use AI tools for account research, personalized outreach, call summaries, forecasting, and deal execution.

Requirements

• 8–10 years of enterprise customer-facing sales experience with a record of closing large accounts.
• Experience managing a $1M+ quota and running complex six- and seven-figure ACV deals.
• Ability to build trusted relationships across customer C-suites and manage multi-threaded sales processes.
• Exceptional verbal and written communication skills.
• Analytical mindset with the ability to identify opportunities and make data-driven decisions.
• Familiarity with the AI landscape, key players, and emerging trends.

Culture & Benefits

• Values include trust, customer obsession, craftsmanship, intensity, and family.
• Flexible unlimited paid time off.
• Medical, dental, vision, life insurance, and disability benefits.
• Retirement plan, parental leave, and fertility and family-building benefits.
• Discretionary benefit stipend, meals, snacks, coffee, and free alphorn lessons.