Director of Sales – Canada (Player-Coach Role)
Location:Hybrid – Canada (Preference for Toronto or Ottawa area)
About i2 Group:i2 Group, an independent software company within the Harris Computer portfolio, is a global leader in visual investigative analysis software. Our mission is to empower analysts and investigators to detect, prevent, and solve crimes faster through advanced link analysis, data fusion, and visualization tools. i2 products are trusted by law enforcement, intelligence, defense, and commercial organizations worldwide.
Position Overview:We are seeking an experienced and driven Director of Sales for Canada to lead our Canadian business across law enforcement, federal, provincial, and commercial security markets. This player-coach role combines direct selling responsibilities with leadership of a small, high-performing regional sales team.
The ideal candidate brings both a hands-on sales track record and the leadership skills to coach, develop, and scale our Canadian business. This individual will own revenue targets, pipeline health, customer relationships, and market development initiatives across Canada.
Key Responsibilities:Sales Leadership (Coach)Lead and mentor a team of Account Executives, Sales Engineers, and Partner/Channel Managers across Canada.
Establish a disciplined sales operating rhythm – pipeline reviews, forecast accuracy, deal strategy, and customer engagement best practices.
Partner with Marketing, Product, and Professional Services to drive regional growth and customer success.
Shape market strategy for Canada, including territory planning, partner development, and alignment with i2’s global objectives.
Report performance and forecasts to the VP Sales, Americas.
Own and achieve an annual revenue target of $1M+ (license and professional services).
Build and maintain a robust 4× pipeline coverage, ensuring consistent deal flow and visibility.
Identify, qualify, and close opportunities with Canadian law enforcement, intelligence, and security agencies.
Lead or contribute to complex RFP responses, pricing strategy, and proposal development.
Build strong relationships with senior stakeholders, procurement offices, and system integrators.
Expand i2’s footprint with new logos across Canadian public safety, regulatory, and commercial markets.
Collaborate with UK and US leadership to bring i2 solutions into joint international opportunities.
Represent i2 at customer events, conferences, and industry forums across Canada.
10+ years of enterprise software sales experience; 5+ years in a leadership or player-coach role.
Proven success selling to Canadian law enforcement, public safety, or federal agencies.
Experience leading teams and managing full sales cycles (prospecting to close).
Strong understanding of public sector procurement and RFP processes.
Exceptional communication, negotiation, and presentation skills.
Experience with CRM systems (Salesforce preferred) and disciplined sales forecasting.
Bachelor’s degree required; advanced degree a plus.
Achieve $2M revenue quota (Licenses + PS).
Build a 4× pipeline coverage by end of Q2.
Implement consistent CRM hygiene and forecasting cadence.
Lead, coach, and grow the Canadian sales team to exceed individual targets.
Industry-leading technology trusted by global security agencies.
Collaborative culture with the autonomy to make an impact.
Competitive base salary, commission, and bonus structure.
Comprehensive benefits and career advancement within the Harris Computer family.
Top Skills
What We Do
For over 25 years, Harris Healthcare has been rising to the challenge of bringing together the most innovative and sustainable solutions for today’s ever-changing healthcare environment, in order to improve patient care and safety. Each one of our solutions brings organizational efficiencies on its own. Powerful synergies are achieved when multiple solutions are implemented together. The Harris Healthcare portfolio includes the following solutions:
♦ HARRIS Flex - an enterprise-level EHR solution that improves patient safety and clinical workflows. It includes a full complement of applications integrated in one single database, provides solid clinical decision support to your clinicians and helps standardize care while enforcing protocols and best practices at any Healthcare Organization. HARRIS Flex conveys the digital solution’s flexibility and strength.
Healthcare organizations are continuously faced with new challenges and situations and require flexible EHR’s that can be rapidly adapted to their evolving clinical practice. Contrary to other EHR solutions which are inflexible and where customizations require costly support from the vendor, HARRIS Flex gives you the freedom to "flex" your EHR as you need it entirely on your own.
The enhanced HARRIS Flex solution comes with new functionality including:
♦Flex Telehealth which enables virtual visits directly from within the EHR/EPR, and
♦Flex Clinical Insight which facilitates extraction and analysis of your EHR/EPR data to improve your processes and outcomes.
♦ SynergyCheck – a proactive interface monitoring solution watching over Clinical, Financial and other interfaces 24/7 to ensure data is flowing between systems
