Director, Enterprise Sales, North America (SaaS)

Location: Canada, remote. Remote-first work with flexible hours; willingness to travel to meet prospects and attend trade shows is required.

Company

hirify.global provides a collaborative learning management platform that helps organizations upskill employees, customers, and partners through internal experts. The company serves 1,700 organizations and has more than 400 team members across North America and EMEA.

What you will do

• Lead new-logo acquisition for enterprise organizations with 5,000+ employees across North America.
• Manage and coach four Account Executives through pipeline reviews, call preparation, live deal support, and debriefs.
• Own pipeline, forecasting, territory structure, deal prioritization, and quarterly target achievement.
• Directly support complex strategic commercial cycles involving 6- and 7-figure ARR deals.
• Work with BDRs, Pre-sales, Product, Alliances, Partners, and Professional Services to qualify and advance opportunities.
• Hire and onboard new Account Executives as the team scales.

Requirements

• 3+ years of experience as a top-performing sales leader in software or SaaS, with direct experience managing Enterprise Account Executives.
• Demonstrated ability to close or support complex strategic deals in the 6- to 7-figure range.
• Strong coaching skills, including diagnosing individual strengths and improvement areas and creating proactive development plans.
• Rigorous, data-driven pipeline management and forecasting skills with strong attention to detail and forecast hygiene.
• Hands-on experience in commercial cycles, including escalation and direct deal support.
• Experience collaborating with Pre-sales, Product, and Professional Services teams.
• Ability to use partner or alliances ecosystems for new-logo acquisition and to hire and onboard Account Executives.
• Customer-first mindset focused on impact rather than activity; comfort with written, asynchronous communication and the Convexity operating model.
• Strong written and verbal English communication skills; willingness to travel to meet prospects and attend trade shows.

Nice to have

• Experience in HR solutions.

Culture & Benefits

• Remote-first organization with flexible work hours and unlimited annual PTO.
• Five sick days and holidays aligned with the Ontario Holiday Calendar.
• Comprehensive health insurance from the first day of employment and RRSP contribution matching.
• Generous parental leave and professional development through the company platform.
• Six employee resource groups supporting mental health, environmental sustainability, women, parents, LGBTQIA2S+, and ethnic diversity.
• Compensation includes base salary, variable incentive pay, and company equity.

Hiring process

• Interviews with Talent Acquisition, the Chief Sales Officer, Sales Operations, EMEA VP Enterprise Sales, a North American Sales Leader, and the CEO.
• Complete a case study interview, followed by references and an offer.