Pros: operated out of my home.
Cons: no medical, 401k, retirement, etc. benefits at all... plus all below.
I worked my tail off (and am no stranger to hard work and in fact, normally prefer it that way), and got the shaft in the end, which I largely attribute to the extremely poor training mechanisms and Landstar "systems," supporting documentation, and "help" available.
I typically worked 12 - 16 hrs/day, 6 - 7 days/week, and was paid for FAR less than – more... that (8-hrs/day, 5-days/wk, then for <20-hrs/wk.) I was simply dedicated to the success of the business. I had no co-workers... I operated the business out of my home, and management (the owner of the business) was hands-off, which would normally be something I would appreciate, but not in this case. I mentioned several times that I very badly needed help, but was only referred to the Landstar "help" to which I referred above, as we could not afford to hire any other hands.
The most enjoyable part of my job was that I operated the business out of my home, and during nice weather was able to work outside.
The most important thing I learned was that I do in fact hate Landstar just as much as I did for the previous many years I spent dealing with them as their customer during my career. – less