As someone that as worked in the Cottage industry for nearly 30 years, here is my 2 Bobs worth.
You need to be honest with yourself, Yes you can save money, If you don't have the Go in ya to work with a heap of different people, attitudes, egos, under stress, maybe it's not for you.
Communication between your Tradies is the key, if these guys can talk to each other work around each other and there are no egos most jobs run smooth. Find Tradies that are happy to discus with you and the other Tradies what you want to achieve, when you want them on site and Listen to them and ask questions if your not sure.
Timing is another big issue that is the down fall of a lot of jobs budgets blowing out and Trades getting in each others way. Yes we all want the job to finish ASAP, but sometimes things happen, a supplier falls behind in the delivery, a Tradie gets held up on another job, all kinds of this can go wrong.
Weather is something you can't control, it just needs to be worked around.
The trick is to Not To Panic and find a way to make it work.
Good luck with it.
It is rewarding.