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

Chief Technology Officer

Canada

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: Sep 12, 2026

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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

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.

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More about this job

Responsibilities

Set and execute the technology roadmap, modernize the SaaS platform, and lead engineering, infrastructure, security, and AI initiatives. Build and retain high-performing technical teams while aligning technology investments and delivery with product strategy, customer needs, and business priorities.

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 and cloud modernization experience, strong knowledge of Azure and modern software architecture and operations, and demonstrated executive leadership; experience in relevant verticals and AI product integration is preferred.

Skills

Technology Strategy
Engineering Leadership
Enterprise SaaS
Cloud Architecture
Microsoft Azure
Cloud Migration
DevOps
CI/CD
Cybersecurity
Microservices
API Design
Artificial Intelligence
Machine Learning
Product Innovation
Technical Roadmapping
Executive Communication

Visa sponsorship

Not detected in the job text

Keywords

Enterprise SaaS
Technology Roadmap
Microsoft Azure
Azure OpenAI
Microsoft Copilot
Retrieval-Augmented Generation
Intelligent Automation
Predictive Analytics
Cloud Architecture
Cloud Migration
Platform Modernization
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

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