Mid-Market Account Executive (Insurance)

Location: Vancouver, Canada, or remote from the USA; hybrid workplace. Work anywhere in the world for up to 60 calendar days per year.

Salary: $100,000–$120,000 base; $130,000 variable OTE, uncapped.

Company

hirify.global builds AI technology that automates insurance workflows for insurance agencies and brokerages across North America.

What you will do

• Run the complete sales cycle with major insurance brokerages and agencies across North America.
• Prospect for new customers and close enterprise deals.
• Work alongside the VP of Sales and CEO to build the enterprise sales function.
• Engage stakeholders at all levels and build relationships throughout the sales process.
• Help increase annual recurring revenue by 3x in 2026.

Requirements

• 5–7 years of Account Executive experience, with Account Executive experience essential.
• Proven track record of selling six-figure deals and consistently achieving quota.
• Experience prospecting and closing.
• Deep understanding of sales fundamentals and a willingness to learn across disciplines.
• Ability to engage stakeholders at all levels of a company and understand the value of relationship building throughout the sales process.
• Customer-focused mindset, strong ownership, urgency, problem-solving ability, adaptability, coachability, and desire to make a significant impact.

Nice to have

• Previous sales experience in a venture-backed startup.
• Experience in the insurance industry, specifically in the broker channel.

Culture & Benefits

• Fast-paced, early-stage environment focused on customer impact, ownership, urgency, and high-quality execution.
• AI-first approach to products, operations, and workflows.
• Employee stock options based on experience level.
• Comprehensive health benefits, including a Lifestyle Spending Account.
• Four weeks of paid vacation per year.
• Parental leave top-ups of six months for birthing parents and eight weeks for non-birthing parents, up to a $100,000 annual salary.
• AI supports administrative hiring tasks, resume analysis, and interview note-taking, while final decisions are made by people.