About Joey Issa


The founder of the Cool Group of Companies, Joseph J. Issa has devoted his life to improving the Jamaican economy and ensuring

 the continued economic growth of his company. Through Cool, Joseph J. Issa has holdings in a variety of different industries, from oil to network marketing, and has produced hundreds of new jobs for individuals in Jamaica and abroad. He began his working career in the hotel industry by working for his family’s resorts, SuperClubs.

Starting as a Purchasing Manager, he later became Resident Manager and finally, Executive Vice President of Operations, Sales, and Marketing. He earned recognition as Young Hotelier of the World in 1994 through the International Hotel Association and the Jamaica Observer called him the “Brightest Spark” in tourism. Joseph J. Issa capitalized on the business experience he gained in the hotel industry to build the Cool Group of Companies from the ground up. Cool has become an internationally recognized brand due to his business acumen.

Throughout his career, Joey Issa has demonstrated a thorough understanding of how best to market a product. He created a number of memorable campaigns for SuperClubs and his efforts received much international attention.

Joe Issa attended Holy Cross College in Worcester, Massachusetts, graduating at the top of his class with a degree in Economics and Accounting. He became the first foreign student majoring in Economics/Accounting to graduate from the college as valedictorian. Committed to education, he has worked hard to improve educational opportunities in Jamaica and other Caribbean nations through a variety of initiatives, including the Educate the Children Fund, which he personally established.


ISSA, Joseph John, J.P., BA, CPA; Phi Beta Kappa Holy Cross, 1988, Valedictorian.

Founder and Chairman of the dynamic Cool Group of Companies since 1995, whose business model and outlook are similar to Richard Branson’s Virgin Group. The Cool Group celebrated its 15-year anniversary in 2010. Through its affiliates and subsidiaries, Cool is engaged in an array of businesses, ranging from oil & telephone card distribution to network marketing.

The Cool Group started with one gas station in St. Ann’s Bay in 1995, and through its Cool Oasis subsidiary, is currently the largest indigenous operator of petrol stations in Jamaica. Through Cool Automotive Distributor, the company is among the leading retailers of automobile-related lubricants and selected accessories in Jamaica. The Cool Group is the only one of the top 50 companies in Jamaica in 2010, whose head office is located in St. Ann, the birthplace of Bob Marley, creating hundreds of jobs in both the parishes of St. Ann and St. Mary.


2003 – Present Chairman, Cool Group of Companies
 1998 – 2003 Executive Vice President – SuperClubs
 1996 – 1998 Senior Vice President – Sales, SuperClubs
 1995 – 1996 Vice President, Development & Special Projects, SuperClubs
 1993 – 1995 General Manager – Grand Lido Sans Souci, SuperClubs
1992 – 1993 General Manager – Couples Hotel, SuperClubs
1989 – 1992 Resident Manager – Grand Lido Negril, SuperClubs
1988 – 1989 Purchasing Manager – Grand Lido Negril, SuperClubs



2010 – Present Mammee Bay Club Ltd. (1987)
1997 – 1999 St. Ann Chamber of Commerce
1997 – 2007 Jamaica Jet Sport Boating Association


2007 – 2009 Guardian Life Limited
2005- 2007 Supreme Ventures Limited
2000 – Present Holy Cross Scholarship Fund
2000 – 2009 First Global Bank
1995 – 1998 Jamaica Hotel & Tourist Association, Chairman – Finance Committee, Marketing Committee
1993 – 1999 Jamaica Hotel & Tourist Association Council
1993 – 2002 St. Ann Chamber of Commerce
1990 – 1993 Negril Chamber of Commerce


2006 Campion Alumnus
2003 Honorary Rotarian for Life
1997 Keys to the City of Florida
1997 – 2000 Travel Agent Magazine’s 100 Rising Stars 1997, 1998, 1999, 2000
1997 Justice of the Peace – St. Mary, Jamaica
 1996 Honorary Kiwanian for Life
1994 Young Hotelier of the World
1988 Massachusetts Society of CPA’s Inc. Most Outstanding Junior Student Award                              


1988 Certified Public Accountant – Youngest Resident Jamaican to pass all 4 parts of CPA examination in one sitting
1984 – 1988 College of the Holy Cross, B.A. (Honours, Cum Laude) Valedictorian, Phi
Beta Kappa, Alpha Sigma Nu, Omicron Delta Epsilon, Dana Scholar
Major: Economics/Accounting
1986 – 1987 London School of Economics
1977 – 1984 Campion College


2016 – Present Board Member, St. Ann Development Company
2016 – Present Board Member, Tourism Enhancement Fund
2016 – Present Board Member, National Insurance Fund
2016 – Present Board Chairman, Passport Immigration & Citizenship Association
2004 Board Member, Seville Great House Development Committee
1998 Founder, Holy Cross Jamaica Scholarship Fund
1996 Member of the Young Presidents Organization
1991 Founder, Global Education 2000
1988 Founder, Editor, Holy Cross Journal of Political Economy
1988 President, Holy Cross International Students’ Union
1987 Founder, Educate the Children Fund, London School of Economics
1983 Eucharistic Minister
1982 Head Masters Cup – Campion College


Squash, Jet Skiing, Swimming, Mahjong, Bridge, Water Skiing, JetPacking, Poker