Apex Systems is a global IT services provider, and our staffing practice has an opening for a Head of Sales who will lead sales strategy and revenue execution, develop a high-performing sales team, drive enterprise opportunities, and build a scalable sales organization for a growing healthcare technology company.
Job #: 3057071
ClientHealthcare Technology
TermsPermanent
LocationRemote, Montreal/ Toronto
Position OverviewWe are looking for an experienced sales leader to lead and scale a growing SaaS sales organization within the healthcare technology space. This individual will oversee Account Executives and Sales Development while playing a hands‑on role in strategic enterprise opportunities.
The successful candidate will be responsible for sales strategy, revenue execution, forecasting, pipeline management, team development, and improving the overall sales process. This role will work closely with Marketing, Customer Success, Product, Technical Solutions, and executive leadership.
Key Responsibilities- Own sales strategy and revenue execution across Canada while supporting expansion into the United States.
- Lead, coach, and develop Account Executives and Sales Development teams.
- Recruit, onboard, and develop sales talent while establishing clear performance expectations.
- Lead and support strategic enterprise opportunities with large healthcare organizations and multi‑site clinic groups.
- Establish a consistent operating cadence for forecasting, pipeline reviews, deal strategy, and performance reporting.
- Improve sales methodology, qualification processes, pricing strategy, and competitive positioning.
- Partner with Marketing to align demand generation, messaging, and pipeline targets.
- Collaborate with Customer Success to support smooth client handoffs, account expansion, and long‑term customer relationships.
- Work closely with Product and Engineering to communicate customer and market feedback.
- Represent the organization in customer meetings, executive discussions, industry conferences, and strategic partner conversations.
- Proven experience leading and developing high-performing SaaS sales teams.
- Strong experience with hiring, coaching, forecasting, pipeline management, and revenue growth.
- Experience selling complex enterprise software involving multiple stakeholders and longer sales cycles.
- Healthcare technology, EMR, digital health, or related healthcare experience is strongly preferred.
- Demonstrated success building or scaling a sales organization in a growth‑stage environment.
- Strong executive presence with the ability to build relationships with senior executives, business owners, and enterprise buying groups.
- Strong understanding of sales forecasting, CRM management, and pipeline analytics.
- Comfortable operating in a fast‑moving environment where processes are still being developed.
- Collaborative leadership style with experience working across Marketing, Product, Customer Success, and technical teams.
- Bilingual proficiency in English and French is considered a strong asset.
Apex is an Equal Employment Opportunity/Affirmative Action Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, age, sexual orientation, gender identity, national origin, disability, protected veteran status, or any other characteristic protected by law. Apex will consider qualified applicants with criminal histories in a manner consistent with the requirements of applicable law. If you have visited our website in search of information on employment opportunities or to apply for a position, and you require an accommodation in using our website for a search or application, please contact our Employee Services Department at [ema…
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