Job Description
Grafton Apparel believes everyone deserves to look great! We fit your body, your budget, your style and with the confidence you get when you look and feel great!
Grafton Apparel Ltd., owner and operator of Tip Top, George Richards & Mr. Big & Tall Menswear is a Canadian company that has been in business for over 100 years. Taking its strength from over a century of heritage, today Grafton Apparel remains committed to the retail clothing industry by responding to the ever changing demands of the market. Not only do we understand the needs of our customers, we understand the needs of our people too! We are truly committed to both our employees and our customers – a company that you will be proud to work for. Come join the team at Grafton Apparel where we are always looking for motivated, collaborative and product-driven individuals who are passionate about fashion and looking to grow and develop within our company.
Job Summary:
As the Head of IT, you will oversee the technology infrastructure, e-commerce platforms, and digital initiatives that drive Grafton Apparel's operations and customer experience. Reporting directly to the CFO, you will play a key role in shaping and implementing the company’s IT strategy to support our growth in both retail and e-commerce. You will lead a dedicated team, manage key vendor relationships, and ensure robust cybersecurity and operational efficiency.
What you will do in this role:
Strategic Leadership:
Develop and implement the IT strategy aligned with business goals, focusing on e-commerce, digital transformation, and operational scalability.
Lead IT projects that support business growth, improve customer engagement, and enhance team productivity.
Identify and evaluate new technologies to keep the company competitive in the retail industry.
ERP Reimplementation:
Lead the end-to-end reimplementation of the company’s ERP system to improve efficiency, scalability, and data accuracy across operations.
Collaborate with key stakeholders and the external System Integration partners to define project requirements, timelines, and deliverables.
Ensure a seamless transition with minimal disruption to business operations and provide post-implementation support and optimization.
Technology Management:
Oversee and maintain the company’s digital and in-store systems, including point-of-sale (POS) systems, ERP, CRM, and e-commerce platforms.
Ensure consistent performance, security, and high availability for all company tech assets and platforms.
Manage IT budgets, forecasts, and cost-effectiveness.
Establish a Disaster Recovery program.
Vendor Relationship Management:
Build and maintain strong relationships with key technology vendors and service providers to ensure high-quality and cost-effective solutions.
Negotiate contracts, manage vendor performance, and ensure compliance with service level agreements (SLAs).
Regularly assess vendor partnerships to ensure they align with company goals and support strategic objectives.
Cybersecurity & Compliance:
Manage cybersecurity infrastructure and policies to stay up to date with best practices, protecting customer data and company information.
Ensure compliance with data protection regulations (e.g., PCI, GDPR, CCPA) and industry standards.
Team Development:
Build and manage a high-performing IT team, fostering a collaborative and innovative culture.
Oversee training and professional development to keep the team up-to-date with technology trends and skills.
Stakeholder Collaboration:
Collaborate with cross-functional leaders (e.g., Finance, Marketing, Operations, Planning) to align IT initiatives with company objectives.
Chair the IT Steering Committee which is comprised of CEO, CFO, and other members of the Executive team.
Manage relationships with external vendors and service providers to ensure efficient and effective technology solutions.
As an Ideal Candidate you have:
Strong leadership and management skills, with the ability to inspire and motivate a team. Previous experience in building a high performing organization and team.
Excellent communication and interpersonal skills, with the ability to effectively establish trustworthy relationships with technical and non-technical stakeholders.
Proven track record of developing and implementing successful technology strategies that drive business value. Ability to lead change management efforts for technology initiatives.
Strong business acumen, with the ability to understand and align technology initiatives with business goals and objectives.
Qualifications:
Bachelor’s degree in Computer Science, Information Technology, or a related field.
Preference for certifications in one or more of the following: ITIL, TOGAF, SAFe, CISSP.
8+ years of experience in IT, with at least 3 years in a leadership role, preferably in retail or e-commerce.
Experience with retail technologies (POS systems, ERP, e-commerce platforms) and digital transformation.
Detailed understanding of cybersecurity, data privacy, and regulatory compliance.
What we offer:
Comprehensive benefits package including dental, extended health care, life insurance and a health spending account
EAP Program because we care about your well being
A hybrid working arrangement – work from home and at our cool new office in Vaughan
Learning opportunities to help you grow and progress your career
An unbelievable employee discount – too good to post!
Giving back is important to us. We support amazing charities by doing what we can to fundraise through events or by just helping
Grafton Apparel is committed to providing an inclusive and accessible candidate experience. We will work with you on an individual basis to meet any reasonable accommodation needs. Please let us know if you require any accommodation to participate in the recruitment and selection process. #ga2026
Job Types: Full-time, Permanent
Benefits:
Store discount
Experience:
ERP Implementation: 5 years (required)
Work Location: Hybrid remote in Concord, ON L4K 5C1
&
Grafton Apparel Ltd., owner and operator of Tip Top, George Richards & Mr. Big & Tall Menswear is a Canadian company that has been in business for over 100 years. Taking its strength from over a century of heritage, today Grafton Apparel remains committed to the retail clothing industry by responding to the ever changing demands of the market. Not only do we understand the needs of our customers, we understand the needs of our people too! We are truly committed to both our employees and our customers – a company that you will be proud to work for. Come join the team at Grafton Apparel where we are always looking for motivated, collaborative and product-driven individuals who are passionate about fashion and looking to grow and develop within our company.
Job Summary:
As the Head of IT, you will oversee the technology infrastructure, e-commerce platforms, and digital initiatives that drive Grafton Apparel's operations and customer experience. Reporting directly to the CFO, you will play a key role in shaping and implementing the company’s IT strategy to support our growth in both retail and e-commerce. You will lead a dedicated team, manage key vendor relationships, and ensure robust cybersecurity and operational efficiency.
What you will do in this role:
Strategic Leadership:
Develop and implement the IT strategy aligned with business goals, focusing on e-commerce, digital transformation, and operational scalability.
Lead IT projects that support business growth, improve customer engagement, and enhance team productivity.
Identify and evaluate new technologies to keep the company competitive in the retail industry.
ERP Reimplementation:
Lead the end-to-end reimplementation of the company’s ERP system to improve efficiency, scalability, and data accuracy across operations.
Collaborate with key stakeholders and the external System Integration partners to define project requirements, timelines, and deliverables.
Ensure a seamless transition with minimal disruption to business operations and provide post-implementation support and optimization.
Technology Management:
Oversee and maintain the company’s digital and in-store systems, including point-of-sale (POS) systems, ERP, CRM, and e-commerce platforms.
Ensure consistent performance, security, and high availability for all company tech assets and platforms.
Manage IT budgets, forecasts, and cost-effectiveness.
Establish a Disaster Recovery program.
Vendor Relationship Management:
Build and maintain strong relationships with key technology vendors and service providers to ensure high-quality and cost-effective solutions.
Negotiate contracts, manage vendor performance, and ensure compliance with service level agreements (SLAs).
Regularly assess vendor partnerships to ensure they align with company goals and support strategic objectives.
Cybersecurity & Compliance:
Manage cybersecurity infrastructure and policies to stay up to date with best practices, protecting customer data and company information.
Ensure compliance with data protection regulations (e.g., PCI, GDPR, CCPA) and industry standards.
Team Development:
Build and manage a high-performing IT team, fostering a collaborative and innovative culture.
Oversee training and professional development to keep the team up-to-date with technology trends and skills.
Stakeholder Collaboration:
Collaborate with cross-functional leaders (e.g., Finance, Marketing, Operations, Planning) to align IT initiatives with company objectives.
Chair the IT Steering Committee which is comprised of CEO, CFO, and other members of the Executive team.
Manage relationships with external vendors and service providers to ensure efficient and effective technology solutions.
As an Ideal Candidate you have:
Strong leadership and management skills, with the ability to inspire and motivate a team. Previous experience in building a high performing organization and team.
Excellent communication and interpersonal skills, with the ability to effectively establish trustworthy relationships with technical and non-technical stakeholders.
Proven track record of developing and implementing successful technology strategies that drive business value. Ability to lead change management efforts for technology initiatives.
Strong business acumen, with the ability to understand and align technology initiatives with business goals and objectives.
Qualifications:
Bachelor’s degree in Computer Science, Information Technology, or a related field.
Preference for certifications in one or more of the following: ITIL, TOGAF, SAFe, CISSP.
8+ years of experience in IT, with at least 3 years in a leadership role, preferably in retail or e-commerce.
Experience with retail technologies (POS systems, ERP, e-commerce platforms) and digital transformation.
Detailed understanding of cybersecurity, data privacy, and regulatory compliance.
What we offer:
Comprehensive benefits package including dental, extended health care, life insurance and a health spending account
EAP Program because we care about your well being
A hybrid working arrangement – work from home and at our cool new office in Vaughan
Learning opportunities to help you grow and progress your career
An unbelievable employee discount – too good to post!
Giving back is important to us. We support amazing charities by doing what we can to fundraise through events or by just helping
Grafton Apparel is committed to providing an inclusive and accessible candidate experience. We will work with you on an individual basis to meet any reasonable accommodation needs. Please let us know if you require any accommodation to participate in the recruitment and selection process. #ga2026
Job Types: Full-time, Permanent
Benefits:
Store discount
Experience:
ERP Implementation: 5 years (required)
Work Location: Hybrid remote in Concord, ON L4K 5C1
&
💡 Quick Summary
Seeking a career-building opportunity? The Head of IT position is now open for candidates interested in the Operations Executive Jobs sector. This role in Concord offers a professional environment and growth potential.
Requirement Snapshot: Candidates should possess basic communication skills, a proactive attitude, and the ability to work in a team. Experience in Operations Executive Jobs is a plus.
