I've managed to escape the 9-to-5 myself and live the digital nomad lifestyle, and now I teach others to do the same. There is a lot to it. You have to find a way to make money online. You have to figure out what to do with all your bills and all your stuff at home. You have to juggle visa considerations, flights, phone plans, foreign bank accounts. You have to find places to stay with working internet.
Becoming a digital nomad is a process, and not always an easy one. But millions of people have done it, and you can too. The FASTEST, EASIEST way to success, as with anything in life, is to get personal 1-on-1 coaching with someone who has done it before and can walk you through the process.