On easy street Definition 1 of 1Pro Tip 1/3Financial Freedom Refers to a stress-free financial life, often through wealth or stable income. With her new job, Maya felt like she was on easy street. Pro Tip 2/3Informal Expression Used in casual conversation, not formal or business situations. Ever since the promotion, he's been on easy street! Pro Tip 3/3Metaphorical Road Not an actual street but symbolizes a worry-free and comfortable life journey. Once their debts were paid off, they were on easy street.