About the role
Job Description
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.
Engineering Leadership
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. Recruit, develop, and retain top technical talent. Establish KPIs to improve engineering effectiveness, quality, and delivery.
Product Innovation
Partner with Product Management to define technical direction for future products. Drive delivery of scalable SaaS solutions. Champion customer-focused innovation. Balance technical debt reduction with new product development.
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
Azure OpenAI Microsoft Copilot Retrieval-Augmented Generation (RAG) Intelligent automation Predictive analytics 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. Implement monitoring, observability, and incident response processes.
Cross-Functional Leadership
Partner with: Product Management Professional Services Customer Success Sales Executive Leadership to ensure technology investments align with strategic priorities. Participate in customer meetings, executive presentations, and strategic planning.
Operational Excellence
Improve software delivery speed while maintaining quality. Reduce technical debt through disciplined modernization.
Establish engineering metrics including
Deployment Frequency Lead Time Change Failure Rate Platform Availability Mean Time to Resolution (MTTR) Customer Defect Rates Qualifications Required Bachelor's degree in Computer Science, Engineering, or related field. 5+ years of progressive software engineering experience. 3+ years leading engineering organizations. Proven experience delivering enterprise SaaS platforms. Experience leading cloud migration and modernization initiatives.
Strong understanding of
Microsoft Azure Cloud architecture APIs Microservices CI/CD DevOps Security Scalable system design Experience managing engineering budgets and technology roadmaps. Strong executive communication and leadership skills.
Preferred
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.
Leadership Competencies
The successful candidate will demonstrate: Strategic thinking and business acumen Technical depth with executive-level leadership Customer-first decision making Strong organizational and change leadership Excellent coaching and mentoring abilities Data-driven decision making Ownership and accountability Continuous improvement mindset Success Measures (First 12 Months) The successful CTO will: Establish a multi-year technology roadmap aligned with company strategy. Improve engineering predictability and delivery velocity. Reduce technical debt while accelerating innovation. Advance cloud modernization initiatives. Launch meaningful AI-enabled product capabilities. Improve software quality, platform reliability, and security. Strengthen engineering culture through leadership development and talent retention. Build stronger alignment between Product, Engineering, Customer Success, and Professional Services.
Business Unit
Efficient Workflow Solutions Scheduled Weekly Hours: 40 Number of Openings Available: 1 Worker Type: 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., based in Toronto, publicly listed on the TSX (CSU.TO), and a member of the S&P/TSX 60 Index.
Not the right fit? Search for Technology Officer jobs in Canada
About Jonas Software
Jonas Software is the leading provider of enterprise management software solutions to over 40 different vertical markets. Within these vertical markets, Jonas has acquired over 160 unique and innovative companies.
Jonas’ vision is to be the branded global leader across the 40+ vertical markets and to be recognized by customers and respective industry stakeholders as the trusted provider of ‘Software for Life’ and as an ambassador for technology, product innovation, quality, and customer service.
Jonas Software is the valued technology partner of over 40,000 customers worldwide in more than 30 countries. Jonas employs over 3,500 skilled individuals consisting of a cross-section of industry experts and technology professionals. Jonas is headquartered in Canada and also operates offices throughout North America, the United Kingdom, Europe, Australia, South America and Africa. Jonas is a 100% owned subsidiary of Constellation Software Inc., headquartered in Toronto and traded on the TSX (CSU.TO).
Similar Jobs
About the role
Job Description
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.
Engineering Leadership
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. Recruit, develop, and retain top technical talent. Establish KPIs to improve engineering effectiveness, quality, and delivery.
Product Innovation
Partner with Product Management to define technical direction for future products. Drive delivery of scalable SaaS solutions. Champion customer-focused innovation. Balance technical debt reduction with new product development.
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
Azure OpenAI Microsoft Copilot Retrieval-Augmented Generation (RAG) Intelligent automation Predictive analytics 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. Implement monitoring, observability, and incident response processes.
Cross-Functional Leadership
Partner with: Product Management Professional Services Customer Success Sales Executive Leadership to ensure technology investments align with strategic priorities. Participate in customer meetings, executive presentations, and strategic planning.
Operational Excellence
Improve software delivery speed while maintaining quality. Reduce technical debt through disciplined modernization.
Establish engineering metrics including
Deployment Frequency Lead Time Change Failure Rate Platform Availability Mean Time to Resolution (MTTR) Customer Defect Rates Qualifications Required Bachelor's degree in Computer Science, Engineering, or related field. 5+ years of progressive software engineering experience. 3+ years leading engineering organizations. Proven experience delivering enterprise SaaS platforms. Experience leading cloud migration and modernization initiatives.
Strong understanding of
Microsoft Azure Cloud architecture APIs Microservices CI/CD DevOps Security Scalable system design Experience managing engineering budgets and technology roadmaps. Strong executive communication and leadership skills.
Preferred
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.
Leadership Competencies
The successful candidate will demonstrate: Strategic thinking and business acumen Technical depth with executive-level leadership Customer-first decision making Strong organizational and change leadership Excellent coaching and mentoring abilities Data-driven decision making Ownership and accountability Continuous improvement mindset Success Measures (First 12 Months) The successful CTO will: Establish a multi-year technology roadmap aligned with company strategy. Improve engineering predictability and delivery velocity. Reduce technical debt while accelerating innovation. Advance cloud modernization initiatives. Launch meaningful AI-enabled product capabilities. Improve software quality, platform reliability, and security. Strengthen engineering culture through leadership development and talent retention. Build stronger alignment between Product, Engineering, Customer Success, and Professional Services.
Business Unit
Efficient Workflow Solutions Scheduled Weekly Hours: 40 Number of Openings Available: 1 Worker Type: 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., based in Toronto, publicly listed on the TSX (CSU.TO), and a member of the S&P/TSX 60 Index.
Not the right fit? Search for Technology Officer jobs in Canada
About Jonas Software
Jonas Software is the leading provider of enterprise management software solutions to over 40 different vertical markets. Within these vertical markets, Jonas has acquired over 160 unique and innovative companies.
Jonas’ vision is to be the branded global leader across the 40+ vertical markets and to be recognized by customers and respective industry stakeholders as the trusted provider of ‘Software for Life’ and as an ambassador for technology, product innovation, quality, and customer service.
Jonas Software is the valued technology partner of over 40,000 customers worldwide in more than 30 countries. Jonas employs over 3,500 skilled individuals consisting of a cross-section of industry experts and technology professionals. Jonas is headquartered in Canada and also operates offices throughout North America, the United Kingdom, Europe, Australia, South America and Africa. Jonas is a 100% owned subsidiary of Constellation Software Inc., headquartered in Toronto and traded on the TSX (CSU.TO).