My problem with the whole nomad thing is that most "nomads" are just bloggers starting out. It seems most have just saved enough money to live off of (frugally), and are calling themselves digital nomads. Not much different than regular travellers.
Even the founders of Nomad House look like they've never done anything before - if you read their profiles, they are "builders of businesses" and "growth hackers", whatever that means.
That being said, this might be fun if you're a 20-something, and a bit different than staying at a hostel, but I wouldn't expect to get much more out of it.