Chief Technology Officer
- Canada
Expected Salary Range: The expected base salary range for this role is between $160,000 – $175,000 CAD/USD , depending on experience and qualifications · Full-time
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Job details
- Pay
- Expected Salary Range: The expected base salary range for this role is between $160,000 – $175,000 CAD/USD , depending on experience and qualifications
- Job type
- Full-time
- Experience
- 5+ years of progressive software engineering experience.
- Posting language
- English
- Posted
Original job description
Job Description:
Compensation & Role Details:
Expected Salary Range: The expected base salary range for this role is between $160,000 – $175,000 CAD/USD , depending on experience and qualifications
Role Type: New Role
AI Disclosure: AI may be used during the hiring process.
Technology Strategy
Required
The successful candidate will demonstrate:
The successful CTO will:
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.
Compensation & Role Details:
Expected Salary Range: The expected base salary range for this role is between $160,000 – $175,000 CAD/USD , depending on experience and qualifications
Role Type: New Role
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.
- Recruit, develop, and retain top technical talent.
- Establish KPIs to improve engineering effectiveness, quality, and delivery.
- 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.
- 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.
- 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.
- Partner with:
- Product Management
- Professional Services
- Customer Success
- Sales
- Executive Leadership
- Participate in customer meetings, executive presentations, and strategic planning.
- 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
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.
- 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.
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
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.
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.
More about this job
Responsibilities
Set and execute the technology roadmap, lead engineering teams, and modernize the SaaS platform across cloud infrastructure, security, reliability, and software delivery. Partner with product and business leaders to deliver customer-focused innovation, including AI capabilities, while improving engineering effectiveness and reducing technical debt.
Requirements
Requires a bachelor's degree in Computer Science, Engineering, or a related field, at least five years of progressive software engineering experience, and at least three years leading engineering organizations. Candidates should have enterprise SaaS, cloud modernization, and engineering leadership experience, with strong knowledge of Azure, cloud architecture, APIs, microservices, CI/CD, DevOps, security, and scalable system design.
Skills
- Technology Strategy
- Engineering Leadership
- SaaS Platform Development
- Cloud Architecture
- Cloud Modernization
- Artificial Intelligence
- DevOps
- Cybersecurity
- Microservices
- APIs
- CI/CD
- Scalable System Design
- Technical Roadmapping
- Engineering Budget Management
- Product Innovation
- Executive Communication
Visa sponsorship
Not detected in the job text
Categories
- Technology
- Software
- Management & Leadership
- Engineering
- Data & Analytics
Keywords
- Microsoft Azure
- Azure OpenAI
- Microsoft Copilot
- Retrieval-Augmented Generation
- Intelligent Automation
- Predictive Analytics
- Artificial Intelligence
- Machine Learning
- Enterprise SaaS
- Cloud Architecture
- Cloud Migration
- Microservices
- APIs
- CI/CD
- DevOps
- Cybersecurity
- Disaster Recovery
- Business Continuity
- Monitoring
- Observability
- Incident Response
- Technical Debt
- Engineering Metrics
- Deployment Frequency
- Lead Time
- Change Failure Rate
- Platform Availability
- Mean Time to Resolution
- Customer Defect Rates
- ERP