Enterprise Sales Leader, North America

360learning; United States; Remote; USD 180,000 - 300,000; Full time

Benefits offered by this job

Compensation: base salary, variable, &

Comprehensive health insurance

RRSP matching

Parental leave

Professional development

Unlimited PTO

Sick leave

Remote-first organization

Flexible work hours

Job summary

360Learning is seeking an Enterprise Sales Director for North America to lead new logo acquisition with 5,000+ employee organizations. You will coach a team of four Account Executives and own a strategic pipeline of 6–7 figure ARR deals, reporting to the Chief Sales Officer.

You will ramp quickly, build cross-functional relationships, and drive world-class sales performance. This role requires travel, a customer-first mindset, and strong English communication.

Qualifications

• Proven 3+ year track record as a top performing sales leader in software or SaaS (experience in HR solutions is a real plus).
• Demonstrated ability to close and support complex, strategic deals in the 6 to 7 figure ARR range.
• Strong coaching mindset; diagnose strengths and areas for improvement and act proactively.
• Rigorous, data-driven approach to pipeline management and forecasting with attention to detail.

Responsibilities

• Lead onboarding and ramp of four Account Executives in Enterprise NA.
• Run weekly pipeline and forecast reviews with clear visibility to executive leadership.
• Coach AEs and support complex, strategic deals through hands-on involvement.
• Collaborate with Pre-sales, Product, Alliances, and Professional Services to accelerate growth.
• Drive new logo acquisition through partner ecosystem and strategic discovery.

Skills

Sales leadership

Enterprise deals

Coaching mindset

Forecasting & pipeline

Cross-functional collaboration

English communication

Job description

360Learning is seeking an Enterprise Sales Director for North America to lead new logo acquisition with 5,000+ employee organizations. You will coach a team of four Account Executives and own a strategic pipeline of 6–7 figure ARR deals, reporting to the Chief Sales Officer.

You will ramp quickly, build cross-functional relationships, and drive world-class sales performance. This role requires travel, a customer-first mindset, and strong English communication.