Press Releases

Advantage Insurance Announces Temporary Relocation of Underwriting and Management Functions due to Hurricane Maria

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…


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…


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…


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…


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…


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’…


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…


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 and…


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…


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”)…


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…


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…


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…


Advantage Insurance Announces Executive Appointments

July 8, 2013

Walter C. Keenan has been named Advantage Insurance Inc.'s President and Chief Executive Officer (CEO)…


Crusader and Lionheart have a 20 Year "Advantage"

January 24, 2013

The Crusader International Group of Companies and its US affiliates in the Lionheart Insurance Group have elected to bring all of their entities together under the Advantage brand. The rebranding comes into effect as the group celebrates its 20th anniversary of doing business in the Cayman Islands, as it began operations there in 1993…

Articles & Interviews

Risk Retention Reporter with Christina Kindstedt

May 1, 2017

For this month's special feature the Risk Retention Reporter interviewed Michael Corbett, Di.rector of Captive Insurance at the Tennessee Department of Commerce & Insurance…


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…

Advantage acquires US Commonwealth

Advantage Moves its Headquarters to Puerto Rico

November 15, 2016

Advantage acquires US Commonwealth…

Advantage muda su sede a Puerto Rico

Afianza su liderato bajo el CIS y compra activos de US Commonwealth…


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…


US Captive Review

September, 2016

Ruben Gely-Ortiz of the Puerto Rico International Insurers Association speaks to Captive Review about Puerto Rico’s ongoing captive insurance development…


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…


OneShield Software Enters the Life Insurance Market

February 5, 2016

OneShield Software entered the Life Market with Advantage Insurance as a partner…


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…

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…


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…

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…


Committed and Compliant

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…


An Innovative Alternative

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 to Cayman Captive.

Community News

Pro Bono

Advantage Director of Investor Relations Honored by the New York County Lawyers’ Association for Dedicated Pro Bono Service

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…


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..


Advantage Wears Red to End Polio

October 24, 2014


Advantage Wears Pink to Support Breast Cancer Awareness

October 17, 2014


Advantage Supports the NCVO

October 15, 2014


Advantage's "BedSled" Team Helps Rotary put Polio to Bed

March 2014