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Technology Program Manager

Remote · Canada Full-time

• Payscale is looking for a Technology Program Manager to drive operational excellence across our Information Security, Technology, and AI functions. This is a high-visibility individual contributor role sitting at the intersection of three strategic programs - Information Security, Technology, and Enterprise AI - and requires someone who can operate independently, manage complexity across functions, and translate program status into clear executive-level reporting

  • This role reports directly to the VP of Information Security &Technology
  • Own end-to-end program management for concurrent initiatives across Information Security, Technology (IT & Infrastructure/Platform), and AI - maintaining full visibility into scope, schedule, dependencies, and status at all times
  • Build and maintain project plans, milestones, and delivery timelines in Jira, Asana, or MS Project
  • Proactively identify risks, blockers, and scheduling conflicts across workstreams and surface them to the appropriate stakeholders before they affect delivery
  • Maintain a current RACI matrix across all active programs, ensuring ownership is clear and accountability gaps are documented and resolved
  • Coordinate scheduling, agendas, and follow-through for cross-functional working sessions, program reviews, and stakeholder meetings across G&A, R&D, and InfoSec/Technology
  • Manage action item tracking and follow-up across all programs, ensuring commitments are documented, owners are assigned, and deadlines are met
  • Serve as the operational coordinator for AI initiatives - managing meeting cadence, tracking action items and decisions, and driving follow-through on tasks
  • Develop and maintain program status dashboards and executive-level reporting for stakeholders
  • Produce regular program health reports that surface progress, risks, and decisions required in a format appropriate for each audience
  • Own stakeholder communications for program milestones, delays, and escalations - ensuring the right people have the right information at the right time
  • Build and maintain metrics frameworks for the IT and Information Security functions, tracking operational KPIs, SLA performance, and program velocity
  • Develop reporting to make program and operational metrics visible to leadership on a consistent cadence
  • Partner with Information Security and IT management to define meaningful metrics that reflect program health, not just activity

Benefits

  • Flexible paid time off (PTO)
  • Paid holidays and floating holidays
  • 16 weeks paid parental leave
  • Company-sponsored volunteer hours
  • Complimentary days off based on meeting company goals
  • Comprehensive medical, dental, and vision, covered up to 100% by Payscale
  • Life and disability insurance, covered up to 100% by Payscale
  • Employee assistance program
  • Flexible spending account
  • Infertility benefits
  • Company matched and immediately vested 401k
  • Paid development hours
  • Learning and development opportunities
  • Regular pportunities to meet with executive leadership
  • Annual remote work stipend for wellness or home office equipment

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