Telework, more popularly known as remote working or Work from Home, is being talked about more and more in the past few years. Although teleworking is not a very new concept, very few organizations have openly adopted the practice in India until recently. This study is aimed to propose a Telework Readiness Model based on different factors including management, culture, communication, technology, employee satisfaction and training. The survey was conducted during the first four months of 2020. The sample comprises 313 professionals working in various organizations across different industries in India. The study model consists of two parts including questionnaire and the evaluation rules, which are scored by the scores obtained from the responses of various employees of different organizations. The study demonstrates the pre-evaluation model in the Indian context before designing and launching telework in the organizations at a larger scale (The terms telework, work from home, remote working have been used interchangeably in this study but essentially mean the same).