Ian is a co-founder of Laff-it-Off. He has managed the company and led the production team since inception in 1985 and has produced all but 3 of Laff-it-Off’s productions over the last 26 years.

Ian is a former banker and during his 34 years with a leading Canadian commercial bank worked in Antigua, Belize, Dominica, Grenada, Guyana, Montserrat, St. Kitts, St, Lucia, St. Vincent and, of course, Barbados.

An aficionado of vintage calypso (Kaiso), Ian has managed the Class Kaiso & Comedy Tent in Barbados in 1999 and 2000 and was co-founder of All Stars Calypso Tent which he also co-managed from 2001 – 2003 with the tent producing the Pic-O-De-Crop Calypso Monarch in each of the three years. He has been involved in the entertainment business from the age of 16 years when he joined the Westside Combo as a percussion player.

Ian is a former Chairman and Chief Executive Officer of the National Cultural Foundation (NCF) of Barbados which was established by the Government of Barbados in 1983. In his capacity as Chief Executive Officer of the NCF, he produced and managed Barbados' Crop Over Festival from 2003 to 2007. During that period, he was also Executive Producer of the National Independence Festival of Creative Arts (NIFCA). He also led the NCF's team in the production of the cultural events which were staged in Barbados for the ICC's Cricket World Cup 2007.

He led a contingent of 13 Barbadian stilt walkers who performed on March 13, 2007 at Trelawney, Jamaica for the Opening Ceremony of the Cricket World Cup and the contingents which represented Barbados at CARIFESTA in Suriname (2003) and Trinidad & Tobago (2006) as well as at the African Caribbean & Pacific (ACP) Arts Expo in Santo Domingo in 2006. 

He now heads his own financial consulting company - Preudhomme Estwick Associates Inc. - and remains one of two Directors of Laff-it-Off Productions Inc., the producers of Laff-it-Off.