Job Description

Canada | Remote | United States

Job ID 10357

Company Description

Our client is a trailblazer in the logistics and freight forwarding industry, renowned for its innovative software solutions and digitized back-office services. Firmly established and with many years of experience, they have become the preferred choice for businesses seeking to enhance operational efficiency and profitability.

Key Offerings:

• Freight Forwarding Software: A modern, cloud-based platform that automates and integrates various functions, featuring mobile applications and omni-channel capabilities to streamline operations.
• Business Intelligence Software: Provides end-to-end supply chain visibility through predictive analytics, interactive dashboards, custom reporting, and shipment tracking.
• Warehouse Management System: Enables companies to manage warehouses more effectively, enhancing productivity and scalability while reducing costs.
• Digitized Back-Office Services: Assists forwarders with standard business operations, allowing them to focus on core functionalities and business growth.

Global Presence:
The organization serves a diverse clientele across multiple countries, supported by a dedicated team of professionals committed to delivering exceptional customer service.

Awards and Recognitions:
Its commitment to excellence has been acknowledged through various industry awards and certifications, reflecting its dedication to quality and innovation.

Company Culture:
Emphasizing a people-centric approach, the organization fosters a collaborative and inclusive work environment, as evidenced by its recognition as a great workplace.

By joining this forward-thinking company, individuals have the opportunity to contribute to transformative solutions that shape the future of global logistics and supply chain management.

Compensation

An exciting  Total Rewards Package awaits you.

The Opportunity

A visionary, execution-driven Chief Technology Officer is sought to lead the evolution of a global logistics and freight forwarding technology platform. This dynamic role offers the chance to shape the technological foundation and future of a company committed to digitizing and streamlining supply chain operations worldwide.

The CTO will take the reins of a well-established, product-centric software organization, leading strategic technology initiatives, scaling high-performing teams, and delivering impactful digital solutions that drive customer success and market leadership.

Position Description

This is more than a technical leadership position — it’s a chance to redefine a vital global industry through the power of intelligent software. The incoming CTO will be instrumental in steering the product and engineering organization through the next phase of innovation, scalability, and global expansion. For those who thrive in complex, impact-driven environments, this is a rare and meaningful opportunity to lead transformation at scale.

Core Responsibilities

Technology Strategy & Vision

• Define and articulate a forward-looking technology vision that aligns with long-term product and business goals.
• Own the technical roadmap, ensuring architectural integrity, scalability, and innovation are embedded across all platforms.
• Act as the primary thought leader for all things technology—translating strategic direction into actionable frameworks and solutions.

Product & Platform Leadership

• Oversee full lifecycle product development, from ideation and prototyping through to launch, scale, and iteration.
• Make sound architectural and design decisions across multiple technology stacks, ensuring they meet business needs while being efficient, secure, and future-proof.
• Prioritize engineering deliverables that balance speed, reliability, and performance.

Engineering Team Leadership

• Build, lead, and mentor globally distributed teams of engineers, QA professionals, architects, and DevOps specialists.
• Foster a performance culture rooted in innovation, agility, collaboration, and technical excellence.
• Evaluate and implement best-in-class design patterns and development methodologies.

Technical Governance & Best Practices

• Promote and enforce robust standards for code quality, security, performance, and system integrity.
• Champion automation testing, DevOps adoption, and CI/CD workflows to accelerate delivery while maintaining stability.
• Maintain compliance with emerging cybersecurity and data protection best practices.

Cross-Functional Collaboration

• Work closely with leaders in Product, Design, Sales, and Marketing to ensure all technology efforts are aligned with customer and market needs.
• Support go-to-market strategies with seamless platform integration and strong technical enablement.

Innovation & Emerging Technologies

• Identify and integrate emerging technologies such as AI/ML, advanced analytics, and workflow automation that offer competitive advantages.
• Promote a culture of experimentation and innovation within the engineering organization.

Infrastructure & Scalability

• Ensure infrastructure stability, data integrity, and system availability across all platforms and geographies.
• Lead efforts to optimize cloud architecture and enhance platform scalability as customer demand grows.

Budgeting & Resource Allocation

• Own and manage the technology budget, ensuring strategic investments in tools, systems, talent, and vendor relationships.
• Maximize ROI on engineering and infrastructure spend while maintaining agility and responsiveness to business needs.

Experience

• 15+ years of experience in software engineering, including 5+ years in a senior leadership role such as CTO, VP Engineering, or Head of Technology.
• Proven experience overseeing the design and delivery of SaaS products, ideally in B2B environments.
• Experience in logistics tech, freight forwarding systems, or supply chain software.

Qualifications

• Technical depth in cloud platforms, system architecture, and full-stack development (e.g., Java, Angular, etc.).
• Demonstrated ability to scale engineering organizations and lead distributed teams across regions.
• Strong grasp of Agile methodologies, product lifecycle management, and cross-functional team leadership.
• Excellent communication skills with the ability to influence and inspire at all levels.
• Familiarity with AI/ML, data engineering, or DevOps automation tools and practices.
• Background in fast-paced, high-growth, or startup environments where adaptability is key.

Additional Information

Date Posted: July 31, 2025

Job Type: Permanent, Full-Time, Remote

Industries: Software/Database

Job Categories: Senior Management

Manages Others: Yes

Required Travel: Moderate

Relocation Assistance: No

Learn More About the Recruiter

Trevor Stewart, B.A., (Hons.)

Trevor joined the Recruitment Profession immediately upon graduation from University and has never looked back. He began his specialist career with the firm in 2002 after 5 successful years with a large, international, generalist staffing agency wherein he held a number of senior positions. In 2007, Trevor’s love for both the industry in general and the organization in particular, gave him cause to purchase the company. As President, Trevor manages the organization while still personally maintaining his specialist Logistics recruitment desk.

How to Apply

Please click on the “Apply” button located elsewhere on this job posting (preferred) or email your resume to:
tstewart@stoakley.com

About Stoakley-Stewart Consultants

Stoakley-Stewart Consultants Ltd. is an Executive Search/Recruiting firm with an impressive domestic presence and strong international reach. We opened our doors in 1977 and have grown to be one of the most successful employment agencies in Canada. We house a team of top-notch consultants, each acting as a subject matter expert in their chosen field. As a result we provide professional recruiting services to clients and candidates in a variety of industries, functions and geographies. This expansive breadth of experience allows us, as a firm, to successfully satisfy all of your hiring/employment needs.  In accordance with Canadian laws, it is the policy of Stoakley-Stewart Consultants to consider all qualified individuals for available positions without regard to race, colour, religion, sexual orientation, country of origin, age, disability etc.
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Permanent employment, Full time, Long term contract, Immediate start, Remote work, Worldwide, Relocation package,

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