Hey Jacob! I'm a digital nomad too-- been working remotely for almost 3 years now and have traveled to over 20 countries within this time. I'm actually employed though and work 9-5, which I think is pretty rare for nomads. I'd like to start up something similar to what you did with your agency but don't understand where you found your content managers that you worked with. Did you just have a bunch on deck waiting for work?
P.S. I'm brand new here! Just posted an IntroduceYourself post and am trying to get into the Steemit game :)