I'm a traffic engineer and the DW is a travel agent. We do almost exactly the same as before we left, mostly with the same clients.
I not sure the barber skills will translate into the full time lifestyle. If you are going to get a place in Arizona for 6 months in the winter (or other snowbird local), you could probably get a part time job at a local hair place. You could certainly try doing it in the park but a lot of parks may have an issue plus are you going to take your barber chair? Worth a try but wouldn't count on it for much. Unless it was a friend, I knew, I would be inclined to go to a local hair place rather than some random guys RV for a haircut.
What type of writing do you do? General travel blogs are a dime a dozen. Unless you are making money off it now, I wouldn't expect to do so in the future.
Work camping is an option to help control costs but calculate the per hour effective earnings. We looked into it in a couple of places and it was well below minimum wage.
If you are mechanically inclined, building up RV tech skills would translate well. While it's still better to have at least some locational stability (ie: spend 3-6months in the same park to build up a client base each winter), you will always come across the stray person in need of work and no one is available to take care of it.
My Dad had his CDL so he used to work as an airport shuttle driver in the winters. Similarly, we've thought to go up to Mackinaw for the summer as they are always desperate for help in the summer as they have to let most of the staff go come fall. That might be something for after we are done with our regular careers.
Being totally free to move at will makes a lot of these options harder if you don't already have work that is done remotely.
Tammy & Mike
Ford F250 V10
2021 Gray Wolf
Gemini Catamaran 34'
Full Time spliting time between boat and RV