Press Releases
Advantage Insurance Opens for Business in Vermont
January 17, 2018
Advantage Insurance Inc., a leader in providing customized insurance solutions for businesses and individuals, announced today that it has opened an office in Burlington, Vermont to support its growing Captive Insurance…
Colin Devine Joins Board of Directors of Advantage Insurance Inc.
November 16, 2017
Advantage Insurance Inc., a leader in providing customized insurance solutions for businesses and individuals, announced today that Colin W. Devine has joined its Board of Directors… Read More
September 25, 2017
Advantage Insurance Inc. (“Advantage”), a leader in providing customized insurance solutions for businesses and individuals, announced today that it has temporarily relocated most of its Puerto Rico insurance underwriting and corporate management functions to its office in Grand Cayman, Cayman Islands due to the impact of Hurricane Maria… Read More
Advantage Insurance Initiates Business Continuity Plan for Hurricane Maria
September 18, 2017
Advantage Insurance Inc. (“Advantage”), a leader in providing customized insurance solutions for businesses and individuals, announced today that it has initiated its business continuity plan in response to Hurricane Maria affecting its corporate headquarters location. Effective at 12:00 noon Atlantic Standard Time on Tuesday, September 19th, Advantage’s office at 250 Muñoz Rivera Avenue in San Juan, Puerto Rico will be closed and its operations moved to backup locations. During the closure period… Read More
Advantage Insurance Acquires U.S. Commonwealth Life in Puerto Rico
November 14, 2016
Advantage Insurance Inc. (“Advantage”), a leader in providing customized insurance solutions for businesses and individuals, announced today that it recently completed the acquisition of U.S. Commonwealth Life, A.I. (“USCL”). Operating within Puerto Rico’s International Insurance Center, USCL issues life insurance policies to high net worth individuals and family groups… Read More
Advantage Insurance Expands Captive Insurance Operations in Puerto Rico
October 3, 2016
Advantage Insurance Inc. (“Advantage”), a leader in providing customized insurance solutions for businesses and individuals, announced today the launch of its newest operating subsidiary, Advantage Business Insurance Company I.I. (“ABIC”). Located in Puerto Rico, ABIC’s business plan is to provide risk management services including captive insurance solutions to businesses throughout the Americas… Read More
Advantage Insurance Expands in Puerto Rico
October 14, 2015
Advantage Insurance Inc. (“Advantage”), a leader in providing customized insurance solutions for businesses and individuals, announced today the opening of a new life insurance company, Advantage Life Assurance I.I. (“ALAI”). Domiciled and licensed in Puerto Rico, ALAI is focused on serving non-U.S. clients seeking… Read More
Advantage Insurance Acquires Insurance Management Business From Captive Experts
October 6, 2015
Advantage Insurance Management USA LLC, a subsidiary of Advantage Insurance Inc. (“Advantage”) and Captive Experts LLC (“Captive Experts”) announced today that Advantage is acquiring Captive Experts’… Read More
Les Boughner Joins Advantage Insurance
June 8, 2015
Advantage announced today the appointment of Leslie C. Boughner as Chairman of Advantage’s Business Insurance division. Mr. Boughner will focus on developing Advantage’s captive insurance and related businesses globally, including its direct underwriting activity at Lloyd’s reinsured by Advantage Property… Read More
Advantage Insurance to Enter Lloyd’s Insurance Market
December 1, 2014
Advantage announced today the launch of a new reinsurance underwriting business to participate in the Lloyd’s insurance market. As a corporate member of Lloyd’s, Advantage will participate in syndicates insuring property, casualty, marine, motor, aviation… Read More
Advantage Insurance Acquires Southpac Life
October 28, 2014
Advantage has completed the acquisition of Southpac Life Insurance Limited (“Southpac Life”) from an affiliate of Southpac Trust Limited… Read More
Advantage Insurance Completes Corporate Re-Branding
October 1, 2014
Ashley Cooper Life International Insurer, SPC has changed its name to Advantage Life Puerto Rico A.I. (“Advantage Life Puerto Rico”)… Read More
Advantage Insurance Expands in South Carolina
September 8, 2014
Advantage Insurance Inc., announces the capitalization of its new subsidiary, Advantage Life USA SC (“ALUSA”). Domiciled and licensed in South Carolina, ALUSA offers traditional private placement life insurance policies and deferred variable annuities to qualified purchasers… Read More
Advantage Insurance Completes Recapitalization and Expands Board of Directors
December 3, 2013
Advantage Insurance Inc. (“Advantage”), a leader in customized insurance solutions for businesses and individuals, announced today that it has completed a recapitalization transaction… Read More
Advantage Insurance Appoints GSO Capital Partners as Exclusive Portfolio Advisor
July 8, 2013
Advantage Insurance Inc. (“Advantage”) today announced that it has entered into a long-term agreement for GSO Capital Partners LP (“GSO”) to serve as Advantage’s exclusive portfolio advisor… Read More
Advantage Insurance Announces Executive Appointments
July 8, 2013
Walter C. Keenan has been named Advantage Insurance Inc.’s President and Chief Executive Officer (CEO)… Read More
Articles & Interviews
Captive Domiciles – Key Considerations (Captive Review)
December 9, 2018
A key consideration when forming a new captive is the selection of the most appropriate domicile. The local regulatory authority that issues the licence will have primary oversight of the captive. Each domicile has its own unique laws and regulations… Read More
Advantage Insurance Advisory on Recent Cyber Security Activity
March 26, 2018
Recently, the Advantage Insurance Inc. corporate website www.advantagelife.com was copied and adapted by a fictitious insurance company calling itself “Cargo Guardian”. We believe this pirating of the Advantage website is part of a malicious attempt by cyber criminals to obtain financial account and personal identity information… Read More
Business Continuity Management In Focus
November 29, 2017
Liam Fleming, of Advantage International Management, refl ects on business continuity management and its increased attention in light of a tumultuous hurricane season… Read More
Risk Retention Reporter with Christina Kindstedt
May 1, 2017
For this month’s special feature the Risk Retention Reporter interviewed Michael Corbett, Director of Captive Insurance at the Tennessee Department of Commerce & Insurance… Read More
Christina Kindstedt Joins Advantage
March 23, 2017
Advantage Insurance has hired former Willis Towers Watson captive expert Christina Kindstedt to serve in its insurance management division… Read More

Advantage Moves its Headquarters to Puerto Rico
November 15, 2016
Advantage acquires US Commonwealth… Read More
Advantage muda su sede a Puerto Rico
Afianza su liderato bajo el CIS y compra activos de US Commonwealth… Read More
Puerto Rico: A Unique Domicile For Captive Insurance Companies
September, 2016
Ruben Gely-Ortiz and Leslie Boughner of Advantage Insurance discuss how Puerto Rico presents an unmatched opportunity for those in the captive industry… Read More
September, 2016
Ruben Gely-Ortiz of the Puerto Rico International Insurers Association speaks to Captive Review about Puerto Rico’s ongoing captive insurance development… Read More
Licensing Me Softly: The Prolonged Soft Market Aside, Captives aren’t Doing too Badly Right Now
February 18, 2016
The captive insurance industry has been at the behest of a soft market for a considerable amount of time… Read More
OneShield Software Enters the Life Insurance Market
February 5, 2016
OneShield Software entered the Life Market with Advantage Insurance as a partner… Read More
Advantage Insurance Seeks to Grow In Puerto Rico
December 13, 2015
The Insurer, within Puerto Rico’s International Insurance Center, establishes physical presence in the island with intentions of expanding… Read More
Advantage Insurance busca crecer desde la Isla
La aseguradora bajo el Centro Internacional de Seguros establece presencia física en Puerto Rico con la intención de expandirse… Read More
Advantage Insurance Expands in the International Insurance Center
October 2015
Advantage Insurance Holdings Ltd. (Advantage), an insurance company, announced the opening of a new Puerto Rico subsidiary, Advantage Life Assurance I.I.(ALAI), which will operate in the International Insurance Center and will not accept premiums from Puerto Rico residents… Read More
Advantage Insurance se expande en el Centro Internacional de Seguros
Advantage Insurance Holdings Ltd. (Advantage), una empresa de seguros, anunció la apertura de su subsidiaria Advantage Life Assurance I.I. (ALAI) en Puerto Rico, que operará en el Centro Internacional de Seguros… Read More
August 2015
Les Boughner and Ruben Gely Jr. of Advantage Insurance outline the strengths of Puerto Rico as a captive domicile and the services Advantage offers there… Read More
March 2015
Many small to mid-sized captives struggle to find quality third party risks to insure. But Advantage Insurance has a solution, which involves an innovative alternative to traditional risk pooling, as the firm’s Simon Kilpatrick explains… Read More
Community News

October 24, 2016
In recognition of National Pro Bono Celebration Week, the NYS Courts Access to Justice Program, along with the New York State Bar Association and the New York County Lawyers Association, will present a pro bono awards ceremony at the New York City Civil Court… Read More
Congratulations to Ian Kilpatrick on receiving CICA Award
March 5, 2015
Congratulations Advantage’s founder, Ian Kilpatrick, on receiving the CICA 2015 Distinguished Service Award. CICA (the Captive Insurance Companies Association) chose Mr. Kilpatrick to receive “the highest award possible in the captive insurance industry” in recognition of his significant contributions over a long career in the industry… Read More
Advantage Wears Red to End Polio
October 24, 2014
Advantage Wears Pink to Support Breast Cancer Awareness
October 17, 2014
October 15, 2014