Vice President, Enterprise Technology Transformation

OpenNova; Fort Lauderdale (FL); On-site; USD 250,000 - 500,000; Full time

Job summary

Confidential search for a large public company seeks a Vice President, Office of the CIO Technology Transformation, based in South Florida or Florida-based. Regular presence at corporate headquarters and leadership meetings is required.

The role partners with the CIO and technology leadership to translate priorities into execution across operations, governance, delivery, security, data, and vendor management.

Qualifications

• 15+ years of progressive technology leadership in CIO/CTO roles.
• Experience in large, complex enterprise environments.
• Ability to translate complex technology issues into clear business language.
• Proven track record leading modernization and platform transformations.
• Strong executive-level communication and influence across stakeholders.

Responsibilities

• Translate CIO priorities into roadmaps, rhythms, and measurable outcomes.
• Lead the OCIO operating model, governance, planning, and reporting.
• Partner with divisional CIOs and business stakeholders to clarify priorities and drive decisions.
• Challenge and support architects, security, data, and delivery teams.
• Communicate major technology issues to CIO, C-suite, and board audiences.
• Oversee vendor and contract management for enterprise platforms and services.
• Develop and mature portfolio governance and financial management.

Skills

Technology leadership

Executive communication

Portfolio governance

Agile / DevOps

Strategic thinking

Stakeholder management

Vendor management

Tools

Workday

ERP

CRM

HRIS

Job description

Confidential Search: Vice President, Office of the CIO Technology Transformation

Location: South Florida preferred; Florida-based or relocatable candidates strongly preferred

Travel: Regular presence at corporate headquarters and leadership meetings required

Employment Type: Full-time

Compensation: Executive package including base salary, annual bonus, and long-term incentive eligibility

Overview

We are supporting a confidential executive search for a large public company with a national operational footprint and a major enterprise technology modernization agenda underway. This role sits within the Office of the CIO and serves as a senior technology operating partner to the CIO and the enterprise technology leadership team. The person in this seat will help translate CIO priorities into execution across technology operations, portfolio governance, delivery standards, quality, vendor/contract support, executive communication, operating rhythm, and measurable business outcomes. This is not a traditional PMO role. It is also not a strategy-only chief of staff role. The successful candidate must be a credible technology operator who can work across applications, architecture, infrastructure, integrations, security, data, product/platform delivery, finance, procurement, vendors, and business stakeholders. The right candidate will have enough technical depth to challenge senior technology leaders, translate complex technology issues for executive audiences, and operate with limited coaching in a relationship-driven, field-operations-oriented enterprise environment.

Key Responsibilities

• Serve as a trusted operating partner to the CIO, translating enterprise technology priorities into clear roadmaps, operating rhythms, execution plans, governance routines, and measurable outcomes.
• Lead the Office of the CIO operating model, including portfolio governance, executive cadence, decision support, standards, controls, planning, reporting, risk escalation, and leadership alignment.
• Partner with divisional CIOs, VP-level technology leaders, business stakeholders, finance, procurement, security, architecture, and delivery leaders to clarify priorities, surface risks, and drive decisions.
• Challenge and support technology leaders on architecture, applications, integrations, infrastructure, operations, security, product/platform delivery, vendor commitments, workforce impacts, and delivery tradeoffs.
• Support executive communication during major technology issues by translating root cause, risk, customer/business impact, remediation plans, and decision points for CIO, C-suite, and board-level audiences.
• Provide leadership across technology vendor and contract management, including major enterprise platforms, application development partners, infrastructure/cloud providers, HRIS/CRM/ERP platforms, and related technology services.
• Establish and mature portfolio governance, value management, benefits realization, technology financial management, resource utilization, prioritization routines, and investment tradeoff practices.
• Provide enterprise governance for quality engineering, QA standards, test automation, release readiness, SDLC controls, DevOps/CI-CD practices, and delivery predictability.
• Drive product/platform modernization, application rationalization, integration discipline, technical debt reduction, AI-enabled delivery improvements, and practical innovation where they create measurable business value.
• Partner with change enablement, communications, learning, and business teams to improve adoption of major technology initiatives.
• Lead, coach, and develop a team of directors, managers, and transformation/OCIO professionals.
• Build trusted relationships across technology and business teams while bringing structure, accountability, practical judgment, and technical credibility to complex initiatives.

Ideal Background

• 15+ years of progressive technology leadership experience in roles such as CIO, deputy CIO, divisional CIO, CTO, VP Technology, VP IT, enterprise architecture, technology operations, digital/product technology, or Office-of-the-CIO leadership.
• Recent VP, AVP, Senior Director, CIO, CTO, or equivalent leadership scope in a large, complex enterprise environment.
• Proven experience operating inside or directly supporting a CIO organization in a matrixed technology environment.
• Strong practical technology acumen across applications, architecture, infrastructure, integrations, security, data, cloud, enterprise platforms, product delivery, QA, and modern engineering practices.
• Ability to go below strategy and understand technical tradeoffs, vendor constraints, workforce implications, operational risks, and integration impacts.
• Experience leading or governing enterprise technology portfolios, operating rhythms, executive reporting, benefits realization, technology financial management, and prioritization.
• Experience supporting technology vendor management, contract governance, SOWs, platform spend, procurement tradeoffs, and partner performance.
• Experience with Agile, Lean, product operating models, DevOps, CI/CD, SDLC, QA modernization, test automation, release governance, or related delivery frameworks.
• Track record leading teams through organizational change, operating model shifts, modernization efforts, application rationalization, platform transformation, or delivery transformation.
• Strong executive communication skills with technical and non-technical audiences, including the ability to translate complex technical issues into clear business language.
• Demonstrated ability to build trust quickly, challenge senior leaders respectfully, operate through influence, and drive decisions across competing priorities.

What Will Make Someone Successful

• Technology Operator: Has real technology leadership depth and can earn credibility with senior leaders across applications, architecture, infrastructure, security, data, product, operations, finance, procurement, and vendors.
• CIO Partner: Can operate as a trusted extension of the CIO, translating broad expectations into priorities, operating rhythm, action, accountability, and executive-ready communication.
• Strategic and Hands-On: Able to see the enterprise picture but willing to get into the details when technical risk, delivery issues, vendor commitments, outage communication, or operating model decisions require it.
• Courageous: Comfortable challenging senior leaders, asking hard questions, pushing back when needed, and making practical calls without creating unnecessary drama.
• Relationship-Oriented: Builds trust by understanding people, teams, business realities, constraints, and culture before trying to change everything.
• Locally Present: Understands that this role requires meaningful face time with the CIO, technology peers, business stakeholders, and the OCIO team. South Florida or Florida-based candidates are strongly preferred.

Not a Fit For

• A pure PMO leader who only tracks milestones, templates, and status reports.
• A strategy-only chief of staff profile without real enterprise technology operating depth.
• A business transformation leader who cannot credibly engage with senior technology peers.
• A non-technical operator who cannot understand architecture, integrations, infrastructure, product/platform delivery, vendor or incident-management tradeoffs.
• A tactical Agile coach or QA leader who lacks broader enterprise technology leadership scope.
• A remote-only executive who cannot be present with the CIO and leadership team when needed.
• Someone who needs a perfectly defined lane or heavy coaching before taking action.

Nice-to-Have Experience

• Fortune 500 or publicly traded company experience.
• Transportation, logistics, fleet, retail, distribution, manufacturing, field operations, automotive, rental, supply chain, or asset-intensive industry experience.
• Prior CIO, deputy CIO, divisional CIO, CTO, VP Technology, VP IT, or enterprise technology operations leadership.
• Experience in South Florida, Florida, or the broader Southeast market.
• Experience with major platforms such as Workday, Salesforce, ERP, CRM, HRIS, cloud, infrastructure, application development, data, or digital product ecosystems.
• Exposure to global delivery models including onshore, offshore, and nearshore teams.
• Experience with M&A integration, application rationalization, technology operating model transformation, or enterprise modernization.
• Exposure to AI adoption, AI-enabled delivery, technology upskilling, data analytics, or innovation programs.

Why This Role Matters

The organization is in the middle of a meaningful technology evolution. Leadership is pushing technology to become a stronger driver of business performance, operational improvement, customer value, and long-term growth. This role will help shape how the technology organization operates, prioritizes, governs, communicates, delivers, manages risk, partners with vendors, and transforms over the next several years. The selected leader will inherit capable teams, active transformation work, and executive sponsorship, but they will also need to bring clarity, discipline, courage, technical credibility, and strong relationship judgment to a complex environment. This is a strong fit for a technology executive who can be both CIO operating partner and hands-on enterprise technology leader: someone who can sit with the CIO, challenge VP-level technology peers, understand technical delivery realities, and keep the organization moving forward.

Confidentiality

This is a confidential executive search. Additional company details, leadership context, compensation specifics, location expectations, and interview process information will be shared with qualified candidates during the process.