Co-founder of Laff-it-Off Productions Inc., Ian Estwick, has managed the company and led the production team since the inception in 1985 and has produced all but 3 of Laff-it-Off’s annual and touring productions over the last 36 years. During the years 1991 to 2001, Ian also managed two local calypso tents – Class Kaiso & Comedy and All Stars Calypso Tent. During that period, the National Calypso Monarch was chosen from those tents.
A former Chairman and Chief Executive Officer of the National Cultural Foundation (NCF) between 2003 to 2007, he was the Executive Producer of Barbados’ Crop Over Festival and the National Independence Festival of Creative Arts (NIFCA. He led contingents to two CARIFESTAs – Suriname in 2003 and Trinidad and Tobago in 2006 - as well as to the African Caribbean & Pacific (ACP) Arts Expo in Santo Domingo in 2006. Ian headed a contingent of 13 Barbadian stilt walkers who performed on March 13, 2007 at Trelawney, Jamaica for the Opening Ceremony of the ICC Cricket World Cup.
In 2021, Ian was honoured by the New York-based Caribbean Sunshine Awards for his outstanding contribution to the arts in Barbados and the Caribbean.
A former banker of 34 years, he now heads his own financial consulting company - Preudhomme Estwick Associates Inc.