Corporate Vice President - Head of Transformation Management Office

New York Life•New York, NY

59d•Hybrid

About The Position

As the Head of the Transformation Management Office (TMO) within Technology's COO organization, you will lead the orchestration of New York Life's multi-year transformation agenda across Technology, Data, and AI (TDAV). This role oversees how transformation initiatives are governed, prioritized, and executed-ensuring alignment to strategic outcomes in modernization, workforce evolution, and value realization. You will define the TMO's operating model, establish delivery standards, and personally manage several high-impact initiatives while coaching and developing a team of program and project managers. Acting as both a strategist and execution leader, you will set the bar for delivery excellence, cross-functional partnership, and outcome-based transformation. This role requires a strategic operator and transformation catalyst-someone who brings deep program delivery experience, fluency in Agile and change methodologies, and the leadership presence to influence at all levels of the organization.

Requirements

10+ years of progressive experience in program/project management or enterprise transformation, with at least 5 years leading PMO or delivery teams.
Bachelor's degree in business, technology, or related discipline.
Proven experience managing complex, cross-functional programs with both technology and organizational components.
Deep familiarity with Agile, hybrid, and waterfall methodologies; experience embedding PM roles within Agile environments.
Strong financial acumen and ability to link program delivery to budget, cost, and value realization outcomes.
Excellent communication, facilitation, and executive presentation skills.
Strategic and Delivery Leadership
Proven ability to design and lead enterprise-level PMOs or large program management functions.
Demonstrated success managing cross-functional portfolios that combine technology, data, and business transformation.
Experience acting as both strategist and hands-on program leader - comfortable shifting between setting direction and diving into execution.
Execution Excellence
Expertise in project and portfolio management, including cost, schedule, risk, and benefits tracking.
Deep understanding of Agile and hybrid delivery models and how PMs complement Product and Engineering teams.
Transformation Orientation
Skilled at navigating complexity, driving change, and enabling new ways of working across multiple stakeholder layers.
Adept at balancing structure and flexibility to enable speed and accountability in delivery.
People and Cultural Leadership
Experience leading diverse, high-performing teams and instilling a culture of collaboration and continuous improvement.
Strong executive presence and communication skills; able to influence without authority across senior levels.

Nice To Haves

Advanced degree or PMP/Agile certifications (e.g., PMP, PgMP, SAFe, CSM, ACP).
Experience leading transformation PMOs within large, regulated enterprises or financial services firms.
Exposure to technology modernization, cloud migration, or AI-enabled transformation programs.
Experience implementing project portfolio management (PPM) platforms and dashboarding tools (e.g., Jira, Clarity, Power BI, Smartsheet).
Ability to apply data-driven insights to improve delivery performance and inform prioritization decisions.

Responsibilities

Build and Lead a High-Performing TMO Team
Establish and Operationalize the TMO
Drive Delivery Excellence and Transformation Outcomes
Foster a Culture of Continuous Improvement and Accountability

Benefits

We provide a full package of benefits for employees - and have unique offerings for a modern workforce, including leave programs, adoption assistance, and student loan repayment programs. Based on feedback from our employees, we continue to refine and add benefits to our offering, so that you can flourish both inside and outside of work.

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