Entrepreneurship as an occupation is an activity which is carried out by an individual as a source of livelihood. It is a very dynamic activity which varies depending upon one’s nature, occupation of previous generation, lifestyle etc. It has been observed that in every community, occupation of people changes with the changing generation, which occurs due to various reasons. The present paper has tried to find out the reasons of motivation for the shift in occupation of Schedule Tribe (Plains) i.e., Boro Community in Kokrajhar district of Assam from agriculture to entrepreneurship in various sectors. It has also highlighted the problems faced by them in their entrepreneurial journey as an occupation.