Our Company

Stephen R. DiCenso, FCAS, MAAA

Consulting Actuary
Windsor, CT, US

Tel: +1 860 6870160

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Professional Designations

  • Fellow, Casualty Actuarial Society
  • Member, American Academy of Actuaries


  • BA, Mathematics, Northwestern University, Phi Beta Kappa
  • Graduate, The Hartford's Business Mastery Certificate Program

Current Responsibility

Steve DiCenso is a principal with the Boston office of Milliman. He joined the firm in 2008.


Steve has enjoyed a multifaceted property and casualty actuarial career, with most of his experience in the commercial alternative markets. With Milliman, he has focused on serving captives, large self-insured corporations, mid-sized insurers, public entity risk pools, and state regulators. This includes reserving, pricing, surplus management, cost allocation, risk-focused financial examination work, due diligence, financial modeling, and risk financing.

He also consulted for seven years with a major accounting firm, primarily performing loss reserving for larger insurance and reinsurance companies. His insurance company experience includes chief actuary positions at an alternative markets insurer and a third-party administrator owned by a major insurer. He also has senior management experience with a property and casualty programs insurer and a fidelity and surety bond insurer. Steve has had responsibility for overseeing pricing, reserving, and planning functions. He has managed staffs of up to 17 people.

Steve’s experience also includes workers’ compensation claims predictive modeling. He brings a deep understanding of claims issues from his TPA experience, where he managed benchmarking, research, and financial functions.

Presentations and publications

  • Connecticut: Still Revolutionary in Captive Insurance, CCIA Blog Post, 2018.
  • Captive to Their Crumbling Foundations, CCIA Blog Post, 2018.
  • Captive Actuaries are as Indispensable as Your Traffic App"; CCIA Blog Post, 2017.
  • “Workers’ Compensation Predictive Modeling for PEOs: A New Tool to Improve Business Performance,” PEO Insider, September 2014
  • “The Right Retention,” Captive Review, March 2014
  • “Under Analysis: Evaluating Retention Levels in a Hardening Market,” Best’s Review, November 2012
  • “WC Medical Costs: A Predictive Diagnosis,” VCIA (2011)
  • “Transformational Claims Initiatives: Optimizing Claims Processing Results,” IASA (2011)
  • “Seize the Moment – Healthcare Reform and Workers’ Comp,” Contingencies, Jan/Feb. 2011


  • Current president and member of board of directors, CT Captive Insurance Association
  • Member, CAS Financial Reporting and Analysis Committee, 2016–present
  • Member, AAA Workers Compensation Committee, 2017–present
  • Member, CAS Task Force on Cyber Risk
  • Past chairperson and member, CAS Committee on Health Care Issues, 2008–2015
  • Work at Milliman

    • “I was offered a chance to come in, shake things up, create something."
    Work at Milliman