Leadership Team Bios
Walter C. Keenan
Chief Executive Officer
Phone: 1 (345) 949 1599 (x 3229)
Walter C. Keenan has over 23 years of relevant industry experience. Before joining Advantage in 2012, Walter was president of JMP Capital LLC. He also served as executive chairman of Medicus Insurance Holdings, Inc., a specialty insurance company that provides liability coverage to physicians in more than 30 states and territories. Walter was a principal of the Cypress Group, where he was responsible for private equity investments in financial services companies.
Chairman, Business Insurance
Phone: 1 (800) 800 4324
Les Boughner joined Advantage July 1, 2015 as Chairman of Advantage Insurance Management (USA) LLC. 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.
Les entered the insurance business in 1977. He held senior positions with FM Global, AIG, CNA, Zurich and Willis prior to joining Advantage. In his most recent role as Managing Director of Willis’ Global Captive Practice, Les was responsible for self insurance programs in the Americas with offices in Barbados, Vermont, Cayman, Bermuda and Hawaii. He holds a Bachelor of Mechanical Engineering from Carleton University, Ottawa, Canada, and an MBA from York University, Toronto, Canada. A frequent contributor to the Alternative Risk Industry, he is past Chairman of the Captive Insurance Companies Association (CICA) and the Self Insurance Institute of America (SIIA).
Raul M. Camaliche
Phone: 1 (787) 919 0775
Raul Camaliche joined Advantage International Bank Corp. in October 2017 as Operations Manager. Raul has more than 30 years of experience in the financial services industry.
Prior to joining Advantage, Raul was the Chief Operating Officer of Eastern National Bank in Miami, Florida. He has also served as Chief Information Officer of PineBank in Miami, Senior Vice President and Chief Information Officer of Hamilton Bank in Miami, Senior Vice President – IT Manager of Barclays Bank Latin America, and Vice President – Trust and Fiduciary system support at Chase Private Banking.
Raul earned his BBA from Florida International University in Miami, Florida.
Client Services Manager, Life Insurance
Phone: 1 (787) 705 2900 (x 1320)
Hugo Cordova joined Advantage in March 2018 to serve as a Client Services Manager. Hugo is responsible for all aspects of our Life Insurance policy issuance as well as for client relationship management and business development in Puerto Rico. Hugo started his career at Banco Santander in Puerto Rico in the Management Trainee program. He worked in the Commercial Lending Department and as a Branch Manager. In 2010 he was hired by Aon to provide Insurance Management Services to international insurers in Puerto Rico.
Hugo is a licensed CPA in the Commonwealth of Puerto Rico. He earned his BBA in Accounting from the University of Sacred Heart in Puerto Rico. He currently serves as the President of the Puerto Rico International Insurers Association.
Phone: 1 (787) 705 8868
Eduardo Colón is President of Advantage International Bank Corp., (“AIBC”), a private commercial bank intended to serve the needs of specialty insurance companies and their private clients. AIBC commenced operations on January 1, 2016. Eduardo has over 30 years of experience with leading banking, securities and non-bank financial services companies. Prior to joining Advantage in 2015, Eduardo was the Chief Operating Officer of Citi International Financial Services, a broker dealer subsidiary of Citibank. He has also been First Vice President of Corporate Banking of SunTrust Bank, Senior Vice President, Treasurer and Head of Corporate and Commercial of Scotiabank Puerto Rico, President of BBVA Securities Puerto Rico, Senior Vice President and Head of Capital Markets and Trading of Santander Securities and Vice president and General Manager of Chase Securities Puerto Rico. Eduardo earned his BBA from the University of Puerto Rico, Cum Laude and his MBA from the University of Massachusetts at Amherst.
Managing Director, Business Insurance
Phone: 1 (345) 814 3215
Liam Fleming is Managing Director of Advantage International Management (Cayman) Ltd and is primarily responsible for our captive insurance business in the Cayman Islands.
Liam has over 13 years’ experience in the captive insurance industry in Cayman having worked in Assurance Services with KPMG, Cayman Islands and two of the industry’s leading providers of captive management services prior to joining Advantage. Liam’s experience includes working with single parent health care captives, large reinsurance captives and both homogenous and heterogeneous group captives.
Liam is a qualified Chartered Accountant being a Fellow member of the Institute of Chartered Accountants in Ireland and a member of Cayman Islands Institute of Professional Accountants.
Senior Vice President, Business Insurance
Phone: 1 (802) 227 7730
Sandy Griffith joined Advantage in 2017 as a Senior Account Manager. Sandy has deep experience as an auditor of captive insurance companies. Her clients include single-parent captives, reciprocals, risk retention groups, cell structures, and 831(b) captives domiciled in several jurisdictions. Prior to joining Advantage, Sandy was a Managing Director at Crowe Horwath LLP (formally Saslow Lufkin & Buggy LLP) where she led audit teams for several captive insurers and she was responsible for office oversight. Sandy was formerly a Senior Audit Manager at PricewaterhouseCoopers, LLP where she led their Northeast captive insurance practice and also managed the audits of captive insurers for many Fortune 100 clients. Sandy is a recognized captive insurance subject matter expert. She designs, implements and instructs certified training curriculums for the National Association of State Boards of Accountancy (NASBA). Sandy has presented at the Vermont Captive Insurance Association and is a published author in industry captive insurance publications.
Sandy is a Certified Public Accountant (Vermont) and holds an accounting degree from Champlain College in Burlington, Vermont. She is a member of the American Institute of Certified Public Accountants, the Vermont Society of Certified Public Accountants, and the Vermont Captive Insurance Association.
Mary G. Herms
Head of Shareholder Services
Phone: 1 (917) 533 8128
Mary joined Advantage in October 2013 to serve as Director of Investor Relations and in 2021 she became Head of Shareholder Services.
Prior to joining Advantage Mary was a Director at Credit Suisse in Private Banking USA. She was Deputy Head of Fixed Income, a trader, and product specialist covering taxable fixed income products. Before working at Credit Suisse Mary spent 13 years with Morgan Stanley. At Morgan Stanley she held various positions in Private Wealth Management, Fixed Income, and Information Technology. She started her career at Lebenthal & Co.
Mary earned her BA in Political Science from the University of Southern California and holds an MBA in Management from Fordham University Graduate School of Business, where she was a member of Beta Gamma Sigma and Phi Kappa Phi Honor Societies. She graduated Cum Laude from New York Law School with a Juris Doctor. She is an attorney at law licensed to practice in New York State.
Chief Underwriting Officer, Life Insurance
Phone: 1 (345) 949 1599
Stuart Jessop joined Advantage in 2005 as a financial controller and today he is responsible for all life and business insurance underwriting functions. Stuart currently serves as our Chief Underwriting Officer. Prior to joining Advantage, Stuart worked at Coutts & Co. and at National Westminster Bank. He began his career as an auditor at Ernst & Young.
SVP, Business Insurance
Phone: 1 (843) 853 0446
Simon Kilpatrick is our Senior Vice President with responsibility for Business Insurance. He joined our predecessor company in 2003 and has been responsible for the growth of our U.S. captive management business. Prior to joining our predecessor company he was an investment manager with Coutts & Co.’s Cayman Islands branch, and also served as an investment officer with Bank of Bermuda Limited. Simon began his career in 1994 as a financial controller with Bank of Bermuda, and is a Chartered Financial Analyst (CFA).
Managing Director, Business Insurance
Phone: 1 (802) 578 3342
Christina Kindstedt joined Advantage as Senior Vice President in 2017 after spending 14 years with Willis Towers Watson where she built and led its Risk Retention Group (“RRG”) Practice. She previously worked as a financial analyst at TD Bank before joining Willis. Christina has expertise in a broad spectrum of captive and alternative risk transfer mechanisms in many onshore and offshore domiciles. Christina manages client projects from initial conceptual discussion through feasibility and implementation stages and subsequently is involved in operational management.
Christina has an undergraduate degree in Finance and she holds an MBA from University of Vermont. In 2021 Christina was elected to the Board of Directors of the National Risk Retention Association (“NRRA”) the preeminent trade association for RRGs. For many years she has served on the Legislative Committee of the Vermont Captive Industry Association (VCIA) and NRRA’s Governance Affairs Committee. She also serves on the Conference and Membership Committees of VCIA and NRRA. Christina is a frequent speaker at conferences hosted by VCIA, NRRA, Captive Insurance Companies Association (CICA), Montana Captive Insurance Association (MCIA), and the Physician Insurers Association of America (PIAA.) She is a published author of articles in industry journals such as Risk Retention Reporter, Inside Medical Liability, and Contemporary OB/GYN.
Christina’s diverse clientele range from traditional insurance companies and privately held enterprises to Fortune 500 companies which include Chinese companies due to her native fluency in the language.
Chief Information Officer
Phone: 1 (787) 705 8854
Eric Miller joined Advantage in 2015 and he serves as our Chief Information Officer. Eric is responsible for leadership, development, and implementation of all technology initiatives at Advantage. His areas of expertise include information system implementation, M&A due diligence, operational efficiencies, and outsourcing solutions. Eric has over thirty years of experience in the insurance and financial services industries. Prior to Advantage, Eric worked as a consultant to leading insurance, investment management, and banking institutions. Eric was Senior Vice President and CIO of the Erie Insurance Group. He also previously served as CIO of PRMS, a subsidiary of Allegheny Corporation. Eric earned an MBA from Suffolk University and a BS in Accounting with honors from the University of Massachusetts. Eric is a Certified Public Accountant (Massachusetts) and a Chartered Global Management Accountant (CGMA).
Account Manager, Business Insurance
Phone: 1 (345) 814 3222
Andrea Mugglestone is an Account Manager for Advantage and has over 6 years of experience in the financial services sector in the Cayman Islands, having worked in Assurance Services with PwC, Cayman Islands and captive management services before joining Advantage. Andrea’s experience includes working in banking, hedge funds and reinsurance captives.
Andrea holds an undergraduate Bachelor of Commerce degree, Postgraduate Diploma in Taxation and a Postgraduate Diploma in Accounting, from Rhodes University, South Africa.
Andrea is a licensed Chartered Accountant being a member of both the South African Institute of Chartered Accountants and the Cayman Islands Institute of Professional Accountants.
Phone: 1 (345) 814 3221
William Paré joined Advantage in January 2014 as our Financial Controller. Before joining Advantage, William worked in KPMG’s London office as a Senior Manager specializing in executive remuneration. Previously, William spent more than 10 years in offshore insurance in Bermuda with both Aon in captive insurance management and then later with KPMG’s worldwide professional indemnity insurance captive. William is a Canadian Chartered Accountant.
Head of Life Insurance Client Services
Phone: 1 (787) 705 2900
Mónica Pérez joined Advantage in April 2016 to serve as a Client Services Manager. She is responsible for all aspects of our Life Insurance policy issuance as well as for client relationship management in Puerto Rico. Mónica started her career at Goldman, Sachs & Co. in New York as an Operations Analyst. She worked with the Legal Aid Society of Puerto Rico and the Department of Consumer Affairs (DACO) as part of a legal aid clinic while attending law school full time. Mónica is admitted to practice law in the Commonwealth of Puerto Rico and the U. S. District Court for Puerto Rico. She is also a licensed notary public in the Commonwealth of Puerto Rico. Mónica earned her BSBA in Finance from the University of Puerto Rico. She holds a Juris Doctor, Magna Cum Laude from the Pontifical Catholic University of Puerto Rico School of Law.
Vice President, Senior Client Service Manager, Business Insurance
Phone: 1 (512) 915 3323
Sherry Ricker joined Advantage in 2018 and serves as a Vice President. She is responsible for the day-to-day management of a portfolio of captives. Sherry’s responsibilities include acting as a liaison with regulators, shareholders, board of directors and other stakeholders; ensuring compliance with corporate governance and internal control standards; management and accuracy of captive financial activity, including annual audits, actuarial studies, tax filings, and integration of results in consolidated parent financial statements; and development of new and existing business relationships.
Sherry has over 15 years of captive experience. She held management positions at Willis Towers Watson and Marsh’s Captive Solutions Group. She worked as a Risk Finance Manager for ServiceMaster, and she has 8 years of public accounting experience. Sherry is a faculty member for International Center for Captive Insurance Education (“ICCIE”) and currently serves on their Board of Directors and finance committee.
Sherry is a Certified Public Accountant (Vermont) and a member of the Vermont Society of Certified Public Accountants and the American Institute of Certified Public Accountants. She also holds the Chartered Global Management Accountant (CGMA), Associate in Risk Management for Public Entities (ARM-P), and Associate in Captive Insurance (ACI) designations.
Client Services Manager, Life Insurance
Phone: 1 (787) 308-8522
Bernice Rodríguez joined Advantage in October 2016 to serve as Client Services Manager for our Life Insurance division in Puerto Rico. She started her career at Popular Insurance LLC where she worked in the Legal and Compliance Department and in the Commercial Title Department. Bernice also worked with Reichard & Escalera LLC in areas of Litigation and Labor and Employment Law. She earned her B.S. in Communications from the University of Puerto Rico and holds a Juris Doctor, Magna Cum Laude from the Pontifical Catholic University of Puerto Rico Law School. Bernice is admitted to practice law in the Commonwealth of Puerto Rico and the U. S. District Court for Puerto Rico.
Head of Compliance
Phone: 1 (787) 705-9812 (x 1335)
Yeissa Rodriguez joined Advantage in June 2018. Yeissa has more than 13 years of experience in the financial services industry. She has expertise specifically related to BSA, AML, OFAC and regulatory compliance laws and regulations. Prior to joining Advantage Yeissa was the Compliance Officer of Interbank International Corporation. She was also the Compliance Officer of Caracas International Banking Corp., and she was Senior Compliance Analyst of RG Financial Corp. Yeissa earned her BBA from the University of Puerto Rico where she majored in Criminal Justice (Law and Society.) She is a Certified Anti-Money Laundering Specialist (CAMS) and a Certified Fraud Examiner (CFE). She holds an Identity Theft Investigator Certification as well as a Private Investigator Diploma.
Zaida S. Rucabado Fuxench
Senior Vice President – Chief Accounting Officer
Phone: +1 (787) 945 7575
Zaida S. Rucabado Fuxench joined Advantage in January 2019 to serve as a Chief Accounting Officer. She oversees all aspects of our accounting and financial reporting. Prior to joining Advantage, Zaida worked as Director of Financial Reporting at Triple-S Management Corporation (NYSE: SSS). Zaida started her career at PriceWaterhouseCoopers in 2002. She worked for PwC for over 14 years both in Puerto Rico and the United States, reaching a Senior Manager position. Zaida is a licensed CPA in the Commonwealth of Puerto Rico. She earned her BBA in Accounting and Finance from the University of Puerto Rico.
Vice President, Business Insurance, Advantage Insurance Management (USA) LLC
Phone: 1 (843) 853 0446
Matt Watson joined Advantage in 2012 and serves as Vice President, Business Insurance. Matt forms and manages pure captives, segregated cell captives, 831b captives, and risk retention groups. He works with tax attorneys and client advisors to form captives in both onshore and offshore domiciles.
Matt has over 13 years of financial services related experience. Prior to Advantage Matt worked in corporate accounting for a Fortune 500 transportation company. He has also worked in public accounting. Matt serves on nonprofit boards in the Charleston, SC area including Charleston Animal Society where he is a VP, he is a co-founder of Families for Fertility, and he is President of ClemPAC. Matt is a Certified Public Accountant (South Carolina). Matt holds a BS Finance from Clemson University and an MBA from Kennesaw State University.