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Associa is seeking a role of VP Information Technology Planning and Delivery to join our company. Reporting to the SVP, Chief Information & Transformation Officer, this role is a senior technology leader responsible for driving IT strategy, governing technology and transformation investments, and ensuring the successful delivery of scalable, secure, and business-aligned technology solutions. This role bridges business strategy and technology execution, driving transformation initiatives, optimizing service delivery, and aligning high-performing cross functional teams while partnering closely with executive leadership.
Job Responsibility:
Mobilize, drive and execute multi-year IT strategies aligned with enterprise business objectives and growth plans
Establish and oversee IT delivery governance frameworks, standards and policies leveraging practices such as ITIL, COBIT, AI, etc. as applicable
Serve as a strategic advisor to executive leadership on technology investments, risks, and opportunities
Ensure compliance with IT security, regulatory, and risk management requirements
Drive definition and roadmap of digital transformation initiatives, including M&A integrations, modernization of platforms, applications, and data capabilities with corresponding change management required
Lead program executive communication and cadence through best practices including steering committees, routine status and tracking, escalations, change control, documentation, etc.
Partner with internal and external cross functional transformation leadership to align and drive successful implementation plans
Partner with CFO on program financials including ongoing business case management, spend tracking, revenue assumptions and change controls
Partner with the Program Management Office to align with enterprise governance expectations
Partner with HR leadership on program resourcing including ongoing resource planning, tracking and requirements
Partner with other leaders as required as dependent to transformation initiatives including but not limited to Corporate Accounting, Corporate Payroll, Technology Operations
Partner with business leaders to identify and deliver innovative technology solutions that drive operational efficiency and growth
Lead IT program portfolio management efforts, ensuring prioritization aligns with strategic value
Ensure investment objectives are met with scalable, secure, and sustainable technology solutions
Establish program metrics and reporting to track delivery performance, benefits realization, and ROI
Champion continuous improvement and innovation across business and IT functions
Promote Agile, DevOps and AI SDLC (Software Development Life Cycle) mindsets to accelerate delivery, improve quality, and increase organizational adaptability
Develop and align strategic relationships with technology vendors, system integrators, and service providers, ensuring delivery value and alignment with objectives
Drive financial project and department analysis in collaboration with finance to provide visibility and management of investment spend
Ensure routine alignment with the Program Management Office driving enterprise expectations
Drive, collaborate and influence high-performing, diverse technology and functional teams across planning, delivery, and operations
Foster a culture of accountability, collaboration, and innovation
Requirements:
Bachelor’s degree in relevant field
15+ years of progressive IT leadership experience, including senior management roles
Demonstrated success leading enterprise-scale technology programs and transformations
Experience reporting to or partnering closely with C-suite and executive leadership
Familiarity with enterprise delivery frameworks (e.g., Agile, hybrid, waterfall) and modern SDLC practices
Hands-on leadership in modernization initiatives (cloud migration, ERP transformation, data & analytics platforms)
Experience implementing or governing AI-enabled solutions or advanced analytics platforms
Experience operating in large, complex, multi-site enterprises
Prior ownership of enterprise PMO alignment and delivery governance at scale
Experience driving Agile / DevOps transformation across multiple teams or portfolios
Nice to have:
Hands-on leadership in modernization initiatives (cloud migration, ERP transformation, data & analytics platforms)
Experience implementing or governing AI-enabled solutions or advanced analytics platforms
Experience operating in large, complex, multi-site enterprises
Prior ownership of enterprise PMO alignment and delivery governance at scale
Experience driving Agile / DevOps transformation across multiple teams or portfolios