Enterprise Account Executive (AI)

TL;DR

Enterprise Account Executive (AI): Managing the full sales cycle for generative AI solutions with an accent on enterprise transformation and custom branded model adoption. Focus on navigating complex stakeholder environments, building scalable sales playbooks, and partnering with global brands to redefine creative workflows.

Location: On-site in Toronto

Company

hirify.global is an AI-native startup building proprietary generative media models and creative workflows to make world-class design accessible to everyone.

What you will do

• Manage the full enterprise sales cycle from prospecting and lead generation to closing and expansion.
• Identify and capture high-potential opportunities for custom branded models and API integrations.
• Serve as a strategic partner to enterprise customers across marketing, product, and AI/ML teams.
• Navigate complex procurement, legal, and technical roadblocks to structure customized agreements.
• Help define and scale sales playbooks, pricing strategies, and qualification frameworks.
• Translate customer needs and market signals into actionable feedback for product and research teams.

Requirements

• 5+ years of quota-carrying enterprise sales experience in B2B SaaS or technology.
• Proven track record of closing six- and seven-figure deals with enterprise companies.
• Technical fluency in generative AI, creative tools, or related technical domains.
• Ability to navigate complex stakeholder environments including C-suite, legal, and procurement.
• Builder mindset with comfort in fast-evolving, ambiguous environments.
• Willingness to travel throughout North America 30-40% of the time.

Culture & Benefits

• Competitive compensation package including equity.
• Comprehensive health, vision, and dental coverage from day one.
• 4 weeks of vacation per year.
• RRSP/401(k) plan with 4% employer match.
• Daily in-office lunches and dinners at the Toronto HQ.
• Culture of high ownership, mentorship, and continuous learning.