About Us: Leadership Team

Advantage’s leadership team has unparalleled experience in its core business insurance and life insurance segments

Our leadership team has extensive experience in the insurance industry and has demonstrated management and investment success over many economic and insurance cycles.

  • Walter C. Keenan

    Chief Executive Officer

    Walter has over 25 years of relevant industry experience as an advisor, investor and more recently as a senior executive officer.

  • Les Boughner

    Chairman, Business Insurance

    Les is responsible for developing Advantage’s captive insurance and related businesses globally, including its direct underwriting activity at Lloyd’s reinsured by Advantage Property & Casualty Company SPC.

  • Elljanna Dixon

    President, Advantage International Management (Cayman) Ltd.

    Elljanna Dixon joined Advantage in 2015. She is responsible for the daily operations of the Cayman Islands office and sits as the Human Resources Officer for the Advantage offices in Puerto Rico and South Carolina.

  • Eduardo Colón

    President, Advantage International Bank Corp.

    Eduardo leads Advantage International Bank Corp., a newly-formed bank intended to serve the needs of specialty insurance companies and their private clients.

  • Liam Fleming

    Senior Manager, Business Insurance

    Liam Fleming joined Advantage in 2017 as Senior Manager, Client Services and is responsible for our captive insurance business in the Cayman Islands.

  • Paul Fordham

    Senior Client Services Manager, Life Insurance (Cayman)

    Paul is responsible for administering our life insurance business in Cayman. He also oversees the onboarding of new clients.

  • Ruben A. Gely-Ortiz

    Client Services Manager, Advantage Insurance Services LLC

    Ruben Gely Jr. manages captive insurance structures in Puerto Rico and provides advisory services related to Puerto Rico's economic incentive programs.

  • Stuart Jessop

    Chief Underwriting Officer, Life Insurance

    Stuart is responsible for structuring and underwriting life insurance policies issued by Advantage companies, including reinsurance placement.
  • Simon Kilpatrick

    SVP, Business Insurance

    Simon manages Advantage's Business Insurance operations in the United States. He is highly experienced in self-insurance program design and operations using both onshore and offshore captive solutions.

  • Tamara K. Kravec

    Chief Financial Officer

    Ms. Kravec has over 25 years of experience in the financial services industry and a deep understanding of the insurance sector and its operating issues.

  • Matt Lawson

    Chief Accounting Officer

    Matt is responsible for Advantage's financial accounting, audit and risk management functions.
  • Eric Miller

    Chief Information Officer

    Eric oversees Advantage's information technology, including insurance policy underwriting and administration systems.

  • William Paré

    Financial Controller

    William Pare is Financial Controller for Advantage's Cayman Islands businesses.

  • Mónica Pérez

    Client Services Manager, Advantage Insurance Services LLC

    Monica Perez is a Client Services Manager working with Advantage's Life Insurance clients.

  • Charla Smyser

    Vice President, Business Insurance (US)

    Charla is a Client Services Manager in Advantage's Business Insurance division, working with captive insurance clients in the United States.

  • Luz del Valle

    Compliance Officer, Advantage International Bank Inc.

    Luz is the Compliance Officer of Advantage International Bank Corp.

  • Matthew Watson

    Vice President, Business Insurance, Advantage Insurance Management (USA) LLC

    Matt is a Client Services Manager in Advantage's Business Insurance division, working with captive insurance clients in the United States.