💼 About This Role

You'll own the full sales cycle for HeyMilo's AI recruiting platform, closing 5- and 6-figure deals with multi-stakeholder buying groups across HR, TA, and IT. Your impact will be reshaping how the world hires by accelerating deal velocity and outperforming competitors. This role offers direct influence on company growth in a fast-moving startup backed by leading investors.

🎯 What You'll Do

• Manage full sales cycle from prospecting to close.
• Run complex 5- and 6-figure deals with multiple stakeholders.
• Deliver tailored demos and solution designs for enterprise buyers.
• Collaborate with Product, Engineering, and Customer Success teams.

📋 Requirements

• 5+ years of full-cycle SaaS sales experience exceeding quota.
• Experience managing complex deals with multiple stakeholders.
• Proven track record selling to HR and TA leaders.
• Ability to communicate technical AI concepts to executives.

✨ Nice to Have

• Experience selling agentic AI capabilities.
• Familiarity with hiring operations and recruiting workflows.
• Background in enterprise sales at a hyper-growth startup.

🎁 Benefits & Perks

• 🚀 Hyper-growth environment with rapid career advancement.
• 💵 High commission potential on large enterprise deals.
• 🤝 Top-tier team culture focused on excellence and wins.
• 🔄 Hybrid work flexibility in Toronto office.