Head of Technology Innovation

Expected Salary Range: The expected base salary range for this role is between $160,000 - $175,000 CAD/USD , depending on experience and qualifications

AI Disclosure: AI may be used during the hiring process.

Technology Strategy

Develop and execute Company's long-term technology roadmap aligned with business strategy.

Lead modernization of the platform, including cloud architecture, scalability, performance, and security.

Evaluate emerging technologies and recommend investments that improve competitive advantage.

Establish technology standards, governance, and engineering best practices.

Lead and mentor Software Development, QA, DevOps, Infrastructure, and Architecture teams.

Build a high-performing engineering culture focused on accountability, collaboration, continuous improvement, and innovation.

Establish KPIs to improve engineering effectiveness, quality, and delivery.

Product Innovation

Champion customer-focused innovation.

Artificial Intelligence & Automation

Develop the organization's AI strategy.

Identify opportunities to embed AI capabilities throughout the Company platform.

Evaluate and govern the use of technologies such as:

Microsoft Copilot

Intelligent automation

Ensure AI solutions are secure, scalable, and aligned with customer needs.

Infrastructure, Security & Operations

Ensure platform reliability, uptime, disaster recovery, and business continuity.

Oversee cloud infrastructure and DevOps practices.

Maintain cybersecurity standards and compliance.

Customer Success

to ensure technology investments align with strategic priorities.

Participate in customer meetings, executive presentations, and strategic planning.

Improve software delivery speed while maintaining quality.

Deployment Frequency

Platform Availability

Customer Defect Rates

Bachelor's degree in Computer Science, Engineering, or related field.

5+ years of progressive software engineering experience.

Proven experience delivering enterprise SaaS platforms.

Experience leading cloud migration and modernization initiatives.

Microsoft Azure

Cloud architecture

DevOps

Experience managing engineering budgets and technology roadmaps.

Experience within ERP, logistics, transportation, moving & storage, or field service software.

Experience integrating AI and machine learning into commercial software products.

Familiarity with Microsoft Copilot, Azure OpenAI, and modern AI development frameworks.

Experience working within a private equity or software portfolio environment.

MBA or Master's degree is considered an asset.

Technical depth with executive-level leadership

Customer-first decision making

Excellent coaching and mentoring abilities

Data-driven decision making

Establish a multi-year technology roadmap aligned with company strategy.

Reduce technical debt while accelerating innovation.

Advance cloud modernization initiatives.

Launch meaningful AI-enabled product capabilities.

Improve software quality, platform reliability, and security.

Build stronger alignment between Product, Engineering, Customer Success, and Professional Services.

Business Unit:
Professional (Fixed Term)

More About Jonas Software:
Jonas Software is a leading provider of enterprise management software solutions, serving a wide range of vertical markets including hospitality, healthcare, construction, education, personal care, fitness, leisure, moving and legal services, to name a few. Within these markets, Jonas is comprised of over 65 distinct brands, each a respected leader in its domain.

Jonas’ vision is to be the branded global leader across these verticals and to be recognized by customers and industry stakeholders as the trusted provider of “Software for Life.” We are committed to technology, product innovation, quality, and exceptional customer service.

Jonas Software supports over 60,000 customers in more than 30 countries. We employ over 6,000 skilled professionals, including industry experts and technology specialists. Across our broader network, we support a global workforce of more than 30,000 employees.

Headquartered in Canada, Jonas Software has a global footprint with offices around the world. We’re a 100% owned subsidiary of Constellation Software Inc.,