Corporate Vice President, Red Team Program Lead

New York Life Insurance Co•Remote, any

1d•$185,000 - $264,500•Hybrid

About The Position

The Red Team Program Lead reports to the Head of Cyber Risk Management within the Technology Risk organization and is responsible for the execution, governance, and operational management of New York Life’s Red Team Program. This role involves planning, coordinating, and executing adversary-informed security exercises to evaluate the company’s ability to prevent, detect, respond to, and recover from realistic cyber threats, including AI-driven Red Teaming and exercises against AI systems. The position requires strong program management discipline, organizational knowledge, relationship management, and communication skills to drive complex work across technology, cybersecurity, business, and control functions. The individual will ensure Red Team engagements maximize organizational learning while maintaining stakeholder trust, requiring sound judgment, discretion, attention to detail, and the ability to manage priorities in a dynamic environment.

Requirements

Prior experience in IT system ownership, cybersecurity program coordination, technology risk, project/program management, or related technology governance roles.
Experience managing cross-functional initiatives involving technology, cybersecurity, risk, business, vendor, and executive stakeholders.
Demonstrated experience tracking deadlines, dependencies, action items, budgets, deliverables, and outcomes across complex initiatives.
Prior experience supporting vendor management activities, including coordination of deliverables, timelines, invoicing, and performance expectations.
Experience preparing executive-facing materials, status updates, metrics, dashboards, or management reporting.
Familiarity with cybersecurity, cyber defense, technology infrastructure, application environments, identity and access management, incident response, or security operations concepts.
Bachelor’s degree required or equivalent work experience.
Project or program management experience or exposure.
High-level understanding of cyber defense organizations, including security operations, incident response, threat intelligence, vulnerability management, identity, infrastructure, and application security functions.
High-level understanding of enterprise technology functions, including application ownership, infrastructure, cloud, networking, end-user technology, and technology operations.
Working knowledge of risk management, issue management, control remediation, and executive reporting practices.
Ability to communicate clearly and professionally with technical teams, business partners, risk stakeholders, vendors, and executive audiences.
Demonstrated ability to build trust and maintain positive working relationships, including in situations involving challenging findings, sensitive topics, or competing priorities.
Strong organizational, analytical, written communication, and presentation skills.
Ability to translate technical or complex cybersecurity concepts into practical business language.
Proven ability to drive accountability and outcomes across teams without direct authority.
Sound judgment, discretion, and professionalism when handling confidential or sensitive information.
Self-motivated and detail-oriented, with the ability to manage shifting priorities in a dynamic execution environment.
Ability to prioritize and deprioritize work based on risk, urgency, stakeholder impact, and available capacity.

Nice To Haves

Prior experience in a regulated financial services, insurance, or similarly complex enterprise environment preferred.
Experience supporting offensive security, penetration testing, adversary simulation, purple team, incident response, or cyber resilience programs preferred but not required.
Cybersecurity or technology risk certification preferred, such as Security+, CISSP, CISM, CRISC, or similar designation.

Responsibilities

Manage the Red Team Program engagement pipeline, including intake, prioritization, planning, scheduling, execution tracking, and post-engagement follow-up.
Maintain program plans, milestones, deadlines, dependencies, and deliverables across concurrent exercises and related activities.
Support annual and quarterly planning activities, including exercise selection, resource planning, stakeholder alignment, and program roadmap maintenance.
Track program risks, issues, decisions, and dependencies, escalating items as appropriate to leadership.
Help establish and maintain repeatable processes, templates, procedures, and governance documentation.
Coordinate across cybersecurity, technology operations, risk, business, and control functions to support the successful planning and execution of Red Team engagements.
Build and maintain positive relationships with stakeholders, including during exercises that may involve sensitive findings, operational disruption concerns, or adversarial scenarios.
Serve as a point of coordination between the Red Team Control Board, technical operators, defensive teams, technology owners, business stakeholders, and executive audiences.
Support pre-engagement communications, rules of engagement, stakeholder briefings, deconfliction activities, and post-engagement readouts.
Exercise extreme discretion and sound judgment when handling confidential plans, sensitive results, and need-to-know communications.
Support the definition and documentation of engagement scope, objectives, assumptions, constraints, timelines, and success criteria.
Track observations, findings, themes, and remediation commitments resulting from Red Team exercises and related security assessments.
Partner with stakeholders to drive follow-up actions, confirm ownership, monitor progress, and support timely resolution of agreed outcomes.
Help categorize engagement results in a consistent and meaningful manner to support trend analysis, executive reporting, and risk-informed decision-making.
Maintain accurate records of completed exercises, key outcomes, lessons learned, and program metrics.
Develop and maintain program reporting, dashboards, and executive-level materials summarizing Red Team activity, outcomes, risks, trends, and remediation progress.
Translate complex cybersecurity concepts and exercise results into clear, practical, and audience-appropriate communications.
Support recurring updates to cybersecurity leadership, technology leadership, risk partners, and other executive stakeholders.
Identify recurring control gaps, organizational themes, and opportunities to improve cyber defense capabilities based on engagement results.
Ensure reporting is accurate, balanced, actionable, and appropriately sensitive to audience and confidentiality considerations.
Support selection and management of third-party vendors engaged in Red Team, adversary simulation, or related cybersecurity assessment activities.
Coordinate vendor onboarding, statements of work, timelines, deliverables, invoices, and performance tracking in partnership with procurement and program leadership.
Assist with budget planning, expense tracking, forecasting, and analysis for Red Team Program activities.
Monitor resource needs and constraints, helping leadership prioritize or deprioritize work based on risk, business priorities, capacity, and timing.
Help ensure vendor activities are aligned with internal standards, engagement objectives, and stakeholder expectations.
Identify opportunities to improve program structure, execution discipline, reporting consistency, stakeholder experience, and outcome management.
Contribute to the development and maintenance of Red Team Program standards, operating procedures, and best practices.
Support alignment between Red Team activities and broader cybersecurity, Technology Risk, Incident Response, Vulnerability Management, and control improvement efforts.
Help mature the program’s ability to measure effectiveness, communicate value, and drive enterprise-level security improvements.
Adapt program execution to changing priorities, emerging threats, organizational needs, and operational constraints.