Bob Bastian, MSM

Bob Bastian, MSM

CIO & CDAO | Pioneering AI & Cloud Solutions at Fortune 100 Enterprises | Transforming Technology across Organizations of 5,000+ | 2025 Global CIO Award Winner | Board Member: PHJ & Stevens Institute of Technology

Prudential Financial•New York City Metropolitan Area, United States

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Experience27+ Years
LevelCXO

Executive Overview

I'm an executive who runs data, AI, and technology as one mandate. Over twenty-five years I've turned large, complex organizations into high-performing, AI-enabled growth engines: global teams to 5,000 and budgets to $1.6B across insurance, retirement, and annuities. Today I'm fortunate to serve as Prudential's first Chief Data and AI Officer (CDAO), with an enterprise mandate to transform the company through AI. The first move was focus: we narrowed 250 disconnected use cases to the six with the most business value, then concentrated our people and funding behind them. Guided by an AI strategy and playbook, with governance built in from the start (responsible AI, data standards, model risk), we've embedded GenAI, LLM, and agentic AI into underwriting, service, claims, and software development. Today: 23 AI systems in production, generating $23M in annual run-rate savings. Most recently I led global technology for Prudential's Retirement & Insurance businesses across the U.S., Japan, and emerging markets: more than $60M in verified savings, Priority 1 incidents down 46% year over year, and agentic developer tooling with nearly 3,000 engineers. Earlier I introduced Scaled Agile at Prudential (70 teams at the start, now how the organization delivers) and launched FlexGuard ahead of schedule; it now exceeds $10B in total sales. The work I care about hasn't changed: take on a hard business problem, fix what's broken, and build something better. I lead by creating clarity and explaining the reason behind every important decision; that's how you earn trust and bring out the best in people. If you're building in this space, I'm always glad to trade notes; please reach out. I AM KNOWN FOR: ✓ AI-enabled Service transformation: reimagined the digital customer experience; complaints at record lows, down ~45% year over year. ✓ One operating model for Service, Data, and Technology: NPS gains across business lines and $26.1M in run-rate GenAI savings. ✓ ~100 complex legacy systems retired since 2022, a 38% cut in the core legacy estate. ✓ Japan transformation strategy spanning leadership, operations, and customer relationships. ✓ Technology separations for the Empower divestiture and the ~$31B Fortitude Re block sale, with zero service disruption. CORE COMPETENCIES Enterprise Transformation | AI & Data Strategy | AI Governance & Responsible AI | GenAI, LLM & Agentic AI | Data Products | P&L Management | Customer Experience | Board Engagement | Talent & Succession | M&A

Career Timeline

Professional employment history
  • Jul 2017–Present· 9 yrs 4 mos
    • Chief Data and Artificial Intelligence OfficerCurrent
      Apr 2026–Present
    • Global Head of Technology, Global Retirement and Insurance
      Jul 2025–Apr 2026
    • CIO, Head of Data, Service and Technology
      Jul 2024–Jul 2025
    • Vice President & CIO, Enterprise Digital Technology, US Business
      Jul 2021–Jul 2024
    • VP & CIO, Life, Annuities, and Enabling Solutions
      Jul 2017–Jul 2021
  • 1999–2017· 18 yrs
    • Chief Information Officer, Global Head of Technology, Global Retirement and Insurance
      2025–Present
    • CIO, Head of Data, Service and Technology
      2024–2025
    • CIO / CDO, Enterprise Digital Technology, US Businesses
      2021–2024
    • Vice President and CIO Individual Solutions Group (Individual Life & Annuities)
      Nov 2017–Apr 2020
    • VP & CIO, Life, Annuities, and Enabling Solutions
      2017–2021
    • Vice President, Business Services & Chief Information Officer
      2015–2017
    • Vice President, Information Technology
      2008–2015
    • Director, Information Systems
      2002–2008
    • Manager, Information Technology
      1999–2002

Education

History

University of Scranton

Executive Education

Leadership

Northwestern University

Bachelor's Degree

History

Thomas Edison State University

Master's Degree

Management

The George Washington University

Executive Relationship Map

Reports To
Bob Bastian, MSM
Vice Chair & President
Chief Financial Officer
Chief Technology Officer
Chief Operating Officer

Executive Network Preview

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Skills & Expertise

20 of 20 skills
Talent DevelopmentCreativity and InnovationP&L ManagementInformation SecurityMergers & Acquisitions (M&A)Predictive AnalyticsBusiness TransformationStakeholder ManagementTechnology RoadmappingBusiness StrategySoftware as a Service (SaaS)IT OperationsBudgetingIT GovernanceDevOpsCloud StrategyRegulatory ComplianceData GovernanceAutomationForecasting