I did what your talking about doing for a few years,its pretty interesting work and you can make a living at it.I was portable and went to customers sites to mill logs for them and also cut and sold other logs i would buy or trade for sawmill service,Its a lot of work and gave it up for a regular job just for stabilty and insurance.Start slow if you can to see if its something you really like doing.Perhaps hold a part time job for awhile.I still do it for side work or storm damage trees we have or people we know want to get rid of.
Join this forum and you will see many people are earning a decent living doing sawmilling fulltime,lots of helpful people there too for any questions you have,you will have lots.
https://forestryforum.com/
BTW what mill are you running?