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The person who works in an office starts his or her day with a choice of attire. The way they look in the office depends on the decisions they make on their clothes. This study aims to identify the challenges faced by employees in the management positions in the Sri Lankan apparel industry who regularly come into contact with customers when they have to decide upon the most appropriate work attire for the position they are occupying in their organization.

Collection of data was primarily achieved through a well-structured questionnaire containing a mixture of open- and closed-ended questions. Targeted employees were managers, designers and merchandisers belonging to Generation Y whose total number was sufficient to obtain 50 feedbacks. Six more interviews were conducted with the intention of finding out more about this matter.

The majority of employees in the management positions in the Sri Lankan apparel industry who have regular contact with customers prefer to dress in “smart casual attire”, which means semi-formal clothes. Lack of availability of certain varieties of business attire in Sri Lanka proved to be a major challenge for some employees. Overpriced clothing, less comfortable clothing and lack of the right fabrics and designs were also challenges. These findings highlight the importance of manufacturing a wider variety of business attire using moderately priced but comfortable fabrics to make affordable and good quality products. There is a need to have a persuasive merchandising method to achieve good sales and provide a pleasant shopping experience to the customers.

Sri Lankan workwear retailers as well as apparel designers can benefit from the findings of this research as there is no evidence of any other studies on this subject. Therefore, this will help them to fill the market gap for business attire by addressing these challenges.