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Job Title: POS Technology & Infrastructure LeadLocation: Hybrid 2 days/week in Markham, ON Type: Full-time, PermanentWere hiring a hands-on technical lead to help our client define, lead, and scale technology across multiple service locations, working at the intersection of POS, network infrastructure, and system administration. This is a strategic and implementation-heavy role focused on point-of-sale systems, infrastructure standards, and vendor coordinationcritical to supporting both operations and digital initiatives.What Youll Be DoingLead the rollout and ongoing support of technologies (POS, network, kiosks, digital signage, etc.)Own L3 support for POS systems and define how 3rd-party vendors implement infra based on your frameworksManage network and infrastructure strategy (incl. compliance, security standards, patching, and updates)Act as a key technical advisor across internal teams and departments (IT, Marketing, Operations, etc.)Collaborate on new openings and systems upgradesensuring on-time, high-quality executionOccasionally visit sites to oversee key deployments or vendor installs (will provide time in lieu for rare weekend work)You Bring6+ years in IT implementation/support, including 3+ in multi-location retail or restaurant environmentsPOS system experience is essential (Aloha preferred)Strong technical depth in infrastructure, networking (e.g., VLANs), Windows system administration, and IT compliance (PCI-DSS)Ability to troubleshoot, lead, and influence across cross-functional teamsProven experience working with MSPs and vendorsFamiliarity with cloud/integration tools (middleware, microservices) is an assetA self-starter mindset with a strategic view on tech, not just supportWhy This Role?Step into a high-impact role that blends hands-on tech with strategic oversightEnjoy real balance: half-day Fridays, flexible hours, and a collaborative culture