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
QualificationsRequired- 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 CompetenciesThe 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)
