Chief Technology Officer

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 strate