Remote opportunity at
360LearningDirector, Enterprise Sales, North America
Director, Enterprise Sales, North America 360Learning seeks a strategic sales leader to acquire new accounts for organizations with over 5,000 employees. In this remote position, the…
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About This Role
Director, Enterprise Sales, North America 360Learning seeks a strategic sales leader to acquire new accounts for organizations with over 5,000 employees. In this remote position, the incoming director will report to the Chief Sales Officer, managing a four-person team of high-performing Account Executives focused on six- and seven-figure deals. 360Learning develops collaborative learning software that empowers companies to upskill employees, partners, and customers through internal experts rather than traditional top-down…
Job Description
Director, Enterprise Sales, North America
360Learning seeks a strategic sales leader to acquire new accounts for organizations with over 5,000 employees. In this remote position, the incoming director will report to the Chief Sales Officer, managing a four-person team of high-performing Account Executives focused on six- and seven-figure deals.
360Learning develops collaborative learning software that empowers companies to upskill employees, partners, and customers through internal experts rather than traditional top-down training. Founded in 2013, the organization serves 1,700 entities globally with a team exceeding 400 professionals.
This is a hands-on coaching role where the leader will support complex commercial cycles, interpret market shifts into strategic actions, and collaborate alongside pre-sales, product, alliances, and professional services teams. Candidates should possess a customer-first mentality and be comfortable operating within a written, asynchronous environment.
Responsibilities
- Manage a team of four Account Executives to acquire new enterprise logos
- Directly assist and escalate complex commercial agreements in the six- and seven-figure ARR range
- Conduct weekly pipeline and forecast evaluations with precision
- Collaborate with business development representatives to qualify prospects and address business challenges
- Utilize partner and alliances networks to expedite new customer acquisition
- Hire, onboard, and guide future Account Executives
Requirements
- At least 3 years of experience as a top-performing software or SaaS sales leader managing Enterprise Account Executives
- Demonstrated ability to close and assist with complex strategic deals ranging from six to seven figures
- Data-driven approach to pipeline management and forecasting with attention to detail
- Willingness to travel for trade shows and client meetings
- Strong English verbal and written communication skills
Qualifications
- Previous experience working with HR software solutions
Core Skills
Benefits
- Base salary, variable incentive pay, and company equity
- Comprehensive health insurance starting on the first day
- RRSP contribution matching
- Generous parental leave
- Professional development opportunities on the internal platform
- Unlimited annual paid time off
- Five days of sick leave
- Holiday time following the Ontario Holiday Calendar
- Flexible work hours in a remote-first work environment
Frequently Asked Questions
Answers are based only on the employer’s listing; where it doesn’t say, neither do we.
Is this position remote?
Yes, 360Learning operates as a remote-first organization with flexible working hours.
What is the salary for this role?
The source posting does not specify a salary figure, though it notes compensation includes a base salary, variable incentives, and company equity.
How many direct reports will this director manage?
The person in this role will initially manage a team of four high-performing Account Executives.
What does the interview process involve?
The steps include a call with Talent Acquisition, an interview with the Chief Sales Officer, a case study interview, a clarification interview with a North American sales leader, a culture interview with the CEO, and reference checks.
Sample Interview Questions
AI-generated questions tailored to this specific role — a preview of the full practice set.