Product Manager - Digital Solutions- Fastfrate Group (Woodbridge) at Challenger Motor Freight Inc. – Woodbridge | Jobyssey

Fastfrate Group is an equal opportunity employer committed to creating a diverse, inclusive, and accessible workplace. We welcome applications from women, visible minorities, Indigenous peoples, persons with disabilities, and all qualified individuals.
If you require an accommodation at any stage of the recruitment process, please contact us at [email protected] and we will work with you to meet your needs.

Fastfrate Company Profile:
Fastfrate Group is one of North America’s largest privately owned transportation and logistics providers. Built on innovation, speed, and reliability, our national network connects major North American markets through seamless rail and road solutions, giving customers the strength of a full-service logistics partner.
From TL and LTL to drayage, warehousing, fulfillment, and final mile delivery, the Fastfrate Group provides true port-to-door solutions. Our integrated service model delivers seamless, end-to-end transportation and logistics support designed to move business forward.

Being part of the Fastfrate Group offers meaningful career opportunities, professional growth, and the ability to contribute to a company that plays a vital role in keeping Canada moving.

Why you’ll love working here:

A workplace where you can learn, grow, and build your career
A culture that encourages new ideas and continuous improvement
Supportive leaders who provide guidance while giving you autonomy
A team-focused environment
A competitive total-rewards package, including group benefits and a company-sponsored retirement savings plan
Support for professional memberships, training, and certifications

The Opportunity:
This is your chance to join a team where your work truly makes an impact. In this role, you will contribute directly to the success of our customers, our operations, and the Fastfrate Group as a whole. You’ll work in a supportive environment that values collaboration, problem-solving, and continuous learning.

Role Summary:
The Product Manager – Digital Solutions is responsible for the design, development, enhancement, and continuous improvement of Fastfrate Group’s customer-facing shipping systems, digital tools, and related technology-enabled products.

This role serves as the primary business liaison between customers, Sales, Operations, Marketing, and Technology, to identify customer and business needs and translate them into clearly defined product requirements and system functionality.

A key focus of the role is understanding how customers interact with Fastfrate Group throughout the shipping journey and designing digital solutions that make it easier to quote, book, tender, manage, track, document, and analyze shipments across the Fastfrate Group portfolio.

The Product Manager will lead the development of business requirements, user stories, process flows, functional specifications, acceptance criteria, product roadmaps, and feature priorities for new and existing shipping systems.

The role will have direct ownership of the business requirements and product development roadmap for Fastfrate Group customer shipping systems and will work closely with Technology and development teams throughout product design, development, testing, implementation, and continuous improvement.

Hours of Work:
Monday to Friday, 8:00am–4:30pm
Work Arrangement:
On-site
Position Type:
Non-Union
Employment Status:
Permanent
Compensation:
Salary Range: $110,000 to $130,000
Work Location & Environment:
9701 Hwy 50, Woodbridge, ON L4H 2G4
Office

Key Accountabilities:
In this role, you will:
Digital Product & Shipping System Ownership

Serve as the primary business owner for Fastfrate Group customer-facing shipping systems and related digital products.
Develop and maintain a comprehensive understanding of how customers interact with Fastfrate Group systems throughout the shipping lifecycle.
Identify opportunities to simplify and improve customer shipping processes, including:
- Registration and account setup
- Rate quoting
- Shipment booking
- Bill of lading creation
- Label and document generation
- Pickup requests
- Shipment tracking
- Proof of delivery
- Customs documentation
- Claims
- Invoice visibility
- Reporting and analytics
- Customer notifications
- API and system integrations
Establish and maintain a long-term product roadmap for customer shipping systems.
Evaluate existing system functionality and identify gaps, enhancements, and new capabilities.
Ensure shipping systems effectively support Fastfrate Group transportation, logistics, warehousing, distribution, customs, and supply chain services.
Identify opportunities to create a more consistent and integrated digital customer experience across Fastfrate Group operating companies.

Product Design & Customer Experience

Lead the definition and design of new product and digital features and functionality.
Map current-state and future-state customer journeys and shipping workflows.
Identify customer pain points, unnecessary process steps, system limitations, and opportunities for automation.
Develop functional concepts and product designs that improve usability, efficiency, accuracy, and customer experience.
Work with UX/UI designers, developers, Technology teams, and external partners to develop wireframes, prototypes, workflows, and system designs.
Ensure digital solutions are intuitive and designed around the needs of customers, Sales, Customer Service, Operations, and other users.
Promote consistency in navigation, terminology, workflows, and user experience across Fastfrate Group digital platforms.
Benchmark Fastfrate Group shipping systems against transportation, parcel, logistics, and digital shipping platforms to identify best practices and emerging functionality.

Business Requirements Development

Lead the development of detailed business requirements for new systems, features, enhancements, and integrations.
Conduct requirements-gathering sessions with customers, Sales, Operations, Customer Service, Finance, Marketing, Technology, and other stakeholders.
Translate business needs and customer problems into clear and actionable system requirements.
Develop and maintain documentation including:
- Business Requirements Documents (BRDs)
- Functional requirements
- User stories
- Use cases
- Process maps
- Customer journey maps
- Workflow diagrams
- Business rules
- Data requirements
- Integration requirements
- Acceptance criteria
- Feature specifications
Clearly define the business problem, desired outcome, user requirements, functionality, dependencies, and measures of success for each initiative.
Ensure business requirements are sufficiently detailed for Technology teams, developers, and vendors to estimate, design, develop, and test solutions.
Manage changes to requirements throughout the development lifecycle.
Maintain traceability between business requirements, developed functionality, testing, and final implementation.

Product Roadmap & Feature Prioritization

Develop and manage the shipping-system product roadmap in alignment with Fastfrate Group customer, operational, commercial, and technology priorities.
Maintain a prioritized backlog of new features, enhancements, defects, and customer requests.
Evaluate proposed features based on factors including:
- Customer value
- Revenue opportunity
- Customer adoption
- Operational efficiency
- Competitive differentiation
- Implementation complexity
- Technology requirements
- Cost
- Strategic alignment
Develop business cases and recommendations for significant product investments.
Facilitate prioritization discussions between business stakeholders and Technology.
Clearly communicate product priorities, timelines, dependencies, and development status to stakeholders.

Customer & User Research

Gather feedback from customers and internal users to understand system needs and identify improvement opportunities.
Conduct interviews, workshops, surveys, and feedback sessions with customers and employees.
Observe how customers and employees use existing shipping systems and identify friction points.
Analyze customer support requests, system usage, complaints, feature requests, and other feedback to identify recurring issues and opportunities.
Develop customer personas and user profiles for different shipping-system customer segments.
Translate customer insights into product requirements and development priorities.

Technology & Development Collaboration

Act as the primary business liaison between Fastfrate Group business functions and Technology teams for customer shipping-system development.
Work closely with developers, IT teams, vendors, UX/UI resources, and integration partners throughout the development lifecycle.
Participate in solution-design discussions and ensure proposed technical solutions address the underlying business requirements.
Clarify requirements and resolve business questions during development.
Participate in sprint planning, backlog refinement, design reviews, development reviews, and product demonstrations where applicable.
Review developed functionality against approved requirements and acceptance criteria.
Identify business and customer impacts associated with proposed technical solutions.

User Acceptance Testing & Implementation

Develop user acceptance testing requirements and test scenarios for new functionality.
Coordinate User Acceptance Testing (UAT) with appropriate business stakeholders and customer users.
Validate that developed functionality meets approved business requirements and acceptance criteria.
Document defects, gaps, and required changes identified during testing.
Work with Technology and development teams to resolve issues prior to implementation.
Support implementation planning, release readiness, training, communications, and customer adoption.
Monitor system performance and customer feedback following implementation.
Conduct post-launch reviews and identify opportunities for further improvement.

Shipping System Integration

Identify opportunities to integrate Fastfrate Group shipping systems with customer platforms and third-party systems.
Support the definition of business requirements for APIs, EDI, TMS integrations, e-commerce platforms, ERP systems, warehouse systems, and other customer technologies.
Work with Technology and Operations to define required data exchanges, workflows, business rules, and exception handling.
Ensure integration solutions support a seamless customer experience and reduce manual processes.

Product Analytics & Continuous Improvement

Establish key performance indicators for digital shipping products and features.
Monitor measures such as:
- Customer adoption
- Active users
- Digital shipment penetration
- Quote-to-book conversion
- Feature usage
- Transaction completion rates
- System errors
- Customer satisfaction
- Support requests
- Operational efficiency
- Revenue generated through digital channels
Use system analytics and customer feedback to identify opportunities for continuous improvement.
Measure the impact of new features following implementation.
Recommend enhancements based on product performance, customer behaviour, market developments, and business priorities.

Product & Market Intelligence

Monitor developments in digital shipping, transportation technology, logistics technology, customer portals, transportation management systems, and supply-chain platforms.
Benchmark Fastfrate Group customer shipping capabilities against major transportation and logistics providers.
Identify emerging technologies and functionality that could improve the Fastfrate Group customer experience.
Evaluate potential third-party technologies and platforms where appropriate.
Translate market and technology developments into recommendations for the Fastfrate Group product roadmap.

Qualifications
We’re looking for someone who brings:
Education & Experience:
Qualifications:

A bachelor’s degree in Business, Technology, Management information systems or related discipline is considered and asset.
3–5+ years of experience in product management, digital product development, business analysis, technology product ownership, transportation technology, or a related field.
Experience developing business requirements and translating business needs into technology solutions.
A Certified Product Manager with the Association of International Product marketing and Management is considered an asset.
Demonstrated experience developing business requirements documents, user stories, functional requirements, process flows, use cases, and acceptance criteria.
Experience participating in the design, development, testing, and implementation of digital products or software systems.
Experience with customer portals, shipping systems, Transportation Management Systems, logistics platforms, e-commerce platforms, or similar transaction-based systems is strongly preferred.
Experience within transportation, logistics, supply chain, warehousing, freight forwarding, customs brokerage, parcel, or related B2B industries is strongly preferred.
Understanding software development lifecycles and Agile product-development methodologies.
Experience working collaboratively with Technology teams, software developers, vendors, and business stakeholders.
Experience with User Acceptance Testing and product implementation.
Strong customer-experience, analytical, and problem-solving capabilities.
Experience using product management, requirements management, workflow mapping, prototyping, or project management tools is an asset.

Skills & Attributes:

Strong product-design and customer-experience mindset.
Ability to understand complex business processes and translate them into clear system requirements.
Strong business-analysis and requirements-gathering skills.
Ability to develop clear, detailed, and actionable business and functional requirements.
Strong understanding of customer journeys, workflows, and process design.
Ability to translate customer pain points into practical digital solutions.
Strong analytical and problem-solving capabilities.
Ability to prioritize competing product requirements based on customer and business value.
Strong project management and organizational skills.
Ability to manage multiple features, projects, stakeholders, and priorities simultaneously.
Strong written, verbal, presentation, and facilitation skills.
Ability to communicate effectively with both business and technical audiences.
Ability to challenge existing processes and identify opportunities for simplification and automation.
Ability to influence and collaborate across multiple operating companies and functional areas without direct authority.
Strong attention to detail while maintaining a broader strategic perspective.
Self-motivated and comfortable working independently.

How To Apply:
If you’re interested in joining our team, please submit your application through our online career portal. We appreciate all applicants; however, only those selected for an interview will be contacted.
Disclaimer: We use some technology-based tools, which may include artificial intelligence (AI), to support application screening; however, all hiring decisions include human review.

Product Manager - Digital Solutions- Fastfrate Group (Woodbridge)

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