Vagabond/ˈvæɡəbɑːnd/ Definition 1 of 2Pro Tip 1/3Jobless Implication Suggests a lack of regular work, often used to stress financial instability. The new guy in town is a vagabond, searching for temporary jobs. Pro Tip 2/3Possible Negativity Can imply disapproval or pity, reflecting societal views on a stable home. Some considered him a vagabond, unfit for the respectable community. Pro Tip 3/3Romanticized Image Sometimes romanticized in literature or film as a free-spirited lifestyle. She envied the vagabond's carefree adventures across exotic lands.