Mid-Market Account Executive (AI)

Location: Hybrid in Vancouver, Canada; work anywhere in the world for 60 calendar days per year.

Base salary: $100,000–$120,000 per year; $130,000 variable OTE, uncapped.

Company

hirify.global develops AI automation technology for insurance agencies and brokerages across North America.

What you will do

• Run the complete sales cycle with mid-market and enterprise insurance brokerages and agencies.
• Prospect, build relationships with stakeholders at all levels, and close complex deals.
• Sell six-figure contracts and consistently achieve quota.
• Work alongside the VP Sales and CEO to build hirify.global’s enterprise sales function.
• Help drive expansion across the North American market and increase annual recurring revenue.

Requirements

• 5–7 years of Account Executive experience with a proven record of closing six-figure deals and achieving quota.
• Essential experience prospecting and closing as an Account Executive.
• Strong understanding of sales fundamentals and relationship-based selling.
• Ability to engage stakeholders at all levels and operate effectively in complex enterprise sales environments.
• Customer focus, ownership, adaptability, problem-solving ability, and strong work ethic.

Nice to have

• Experience at a venture-backed startup.
• Experience in the insurance industry, especially the broker channel.

Culture & Benefits

• Hybrid work based in Vancouver, with flexibility to work globally for 60 calendar days annually.
• Comprehensive health benefits, including a Lifestyle Spending Account.
• Four weeks of paid vacation per year.
• Employee stock options based on experience.
• Parental leave top-ups of six months for birthing parents and eight weeks for non-birthing parents, up to a $100,000 annual salary.
• Customer-focused, AI-first environment with high ownership and a fast pace of execution.

Hiring process

• AI tools may support resume analysis and interview note-taking, but hiring decisions are made by people.