Job Title: Head of Digital Product & Technology

Location: Mississauga, ON

Job Type: Full-Time, Permanent

Industry: Quick Service Restaurant (QSR), Retail, Franchise

Company Overview:

Pizzaiolo Gourmet Pizza is a proudly Canadian brand with 70 locations across Ontario.

Rooted in tradition and committed to quality, we’re entering an exciting phase of growth - and looking for a capable individual to own our tech stack and our digital roadmap to support our growth.

Role Overview:

The Head of Digital and Product Technology is responsible for building and continuously improving a reliable, secure, scalable and integrated Pizzaiolo technology ecosystem that makes restaurants easier to operate, improves franchisee profitability, enhances customer experience, provides management with reliable and actionable data, increases productivity and supports Pizzaiolo’s long-term growth. Reporting directly to the CEO, this individual will partner with Operations, Marketing, and Supply Chain and other members of senior leadership to ensure Pizzaiolo’s technology strategy supports restaurant operations, franchisee profitability, customer experience and the Company’s growth objectives.

The role requires a practical understanding of restaurant environments, strong enterprise IT discipline, and the ability to translate business strategy into technology roadmaps that improve operational performance, guest experience, labour efficiency, operational visibility, profitability, and responsible AI adoption across head office and restaurant operations.

Key Responsibilities:

Technology Strategy and Leadership

- Work alongside the CEO, CMO, and COO to develop technology roadmap and align technology investments with business priorities, including unit growth, operational consistency, franchise or field support, digital commerce, guest loyalty, and profitability.
- Own the technical architecture, implementation, integration, reliability and lifecycle management of Pizzaiolo’s customer-facing digital technology ecosystem, including website technology, online ordering, mobile applications, loyalty integrations, payments, POS integrations, APIs, middleware, CRM integrations and third-party ordering integrations.

AI Enablement and Implementation Strategy

- Build and lead an enterprise AI enablement strategy that identifies where AI, automation, machine learning, generative AI, and decision-support tools can create measurable value across head office functions and restaurant operations.
- Partner with Operations and Marketing teams to prioritize AI use cases such as demand forecasting, labour optimization, inventory planning, guest personalization, marketing automation, knowledge management, training support, and restaurant workflow improvement.
- Ensure AI initiatives are implemented pragmatically, with clear ownership, measurable outcomes, operator feedback,



training, support processes, and controls that protect guest, employee, and company data.
- Technology priorities should generally follow the sequence: Reliable Core Technology → Integrated and Reliable Data → Automation → AI
- AI initiatives should have clearly defined business objectives, ownership, measurable outcomes, implementation plans and appropriate security and governance.

Corporate IT Infrastructure and Security

- Oversee corporate IT infrastructure, including networks, cloud services, endpoint management, identity and access management, collaboration tools, service desk operations, and enterprise applications.
- Maintain a comprehensive technology vendor and contract register, including costs, renewal dates, termination provisions, SLAs, system ownership, integrations, data ownership, administrative access and vendor performance.
- Participate in the evaluation, negotiation and review of material technology agreements prior to execution and hold technology vendors accountable for performance, service quality, costs and contractual obligations.
- Establish and maintain appropriate cybersecurity, backup, disaster-recovery, incident-response and business-continuity procedures for business-critical systems, including POS, payments, online ordering, restaurant networking and corporate systems.
- Ensure Pizzaiolo maintains appropriate ownership, access and control over its technology assets, including, where contractually applicable, source code, domains, DNS, websites, mobile applications, APIs, databases, company data, cloud environments, app-store accounts, analytics platforms, administrative accounts, credentials, integration specifications, system configurations and technical documentation.

Restaurant Operations Technology

- Own the selection, implementation, integration, optimization, and lifecycle management of in-restaurant technology platforms, including POS, kitchen display systems, order aggregation, payment terminals, kiosks, digital menu boards, drive-thru technology, labour tools, inventory systems, and back-office systems.
- Lead hardware and device strategy for restaurants, including terminals, tablets, printers, scanners, networking equipment, kitchen screens, peripherals, and ruggedized or hospitality-grade devices.

Data Systems and Business Intelligence

- Oversee the data systems architecture that connects restaurant, corporate, financial, marketing, supply chain, labour, and customer data.




- Ensure data quality, governance, integration, security, reporting accuracy, and availability across dashboards, analytics platforms, data warehouses, and business intelligence tools.

Customer-Facing Digital Technology

- Bring a working understanding of MarTech systems, marketing automation, customer data platforms, campaign measurement, attribution, and the technology foundations that support lifecycle marketing.
- Collaborate with marketing and digital teams on technical SEO foundations, including site performance, structured content, crawlability, local restaurant pages, analytics implementation, and platform governance.

Qualifications and Experience:

- 10 years of progressive technology leadership experience, ideally including multi-unit restaurant, hospitality, retail, QSR, foodservice, or franchise environments.
- Demonstrated success leading restaurant technology platforms such as POS, KDS, payments, online ordering, loyalty integrations, kitchen systems, and in- store hardware deployments.
- Strong enterprise IT background, including infrastructure, cloud, networking, service desk, cybersecurity, vendor governance, IT operations, and enterprise application management.
- Experience building and managing data platforms, reporting ecosystems, integrations, governance practices, and executive dashboards.
- Working knowledge of customer-facing digital platforms, mobile applications, e-commerce, CRM, MarTech, analytics, and SEO-related technical considerations.
- Experience developing AI enablement strategies, evaluating AI-enabled platforms, prioritizing business use cases, and implementing responsible AI governance across enterprise and operational environments.
- Solid financial acumen, including budget ownership, capital planning, vendor negotiations, ROI analysis, and prioritization of technology investments.
- Bachelor’s degree in Information Technology, Computer Science, Business, Engineering, or a related field preferred

Success Measures:

- Successful delivery of technology roadmaps, pilots, rollouts, and system upgrades on time and within budget.
- Higher operator satisfaction with technology tools, support, and communication.
- Stronger data reliability, reporting adoption, and business insight generation.
- Improved digital ordering reliability, app and web performance, and customer journey measurement.
- Established AI roadmap, governance model, pilot portfolio, and implementation discipline that improve productivity, decision quality, guest experience, and restaurant-level execution.
- Improved head office productivity through implementation of appropriate collaboration tools and administrative technology resources

Benefits:

- Competitive salary
- Health and dental benefits
- Opportunity to shape the future growth of an iconic Canadian brand

📌 Head of Digital Product & Technology (Mississauga)
🏢 Pizzaiolo The Pizza Maker's Pizza
📍 Mississauga