Since I have known DH, the longest he has held down a job is 6 months. By job I mean working for someone as an employee. He has always wanted to be his own boss. His dreams have ranged from buying a yacht in the Dominican and setting up a chartering business, to becoming a private pilot. Each dream he has thought of he has spent a considerable amount of time seriously looking into it, almost obsessing over it to the point were I think 'Oh he really wants this, I best offer some support', and I always have. He wants, in his words - 'A business that can run itself, that we can deep the rewards of' 
Last year as his first real go at being the boss he bought a fairly successful but not reaching it's potential company, but the old owner stayed on the scene doing business with us with his other companies and complications arose and DH sold back to him a few months ago for a fraction of the buying price just so he could get out. Since then, DH has started a new business venture which has seen him so far spend close to £5k on and has yet to earn a penny. Literally, not a penny.
It's not working so now after 3 months he is looking into other opportunities. He has paid upfront for an office for this failing venture for the year, mopes around the house all morning messing about with various things, and goes into the office at around midday until around 6-7pm. He comes home, I ask what he has been doing, he says 'networking', which basically means pissing about on twitter.
I am so so tired of telling him he can do anything, that I trust him to do the right thing for our family and if he thinks something will work then to go for it. I am so tired of explaining his latest venture to my family whilst they sit and listen with raised eyebrows and sceptical looks on their faces. I just want him to be normal, to use his degree and go and get a good job with stable hours, a stable income, and none of the stress and uncertainty that has been our life for the past 5 years.
He flat out refuses to work for somebody, claiming it would depress him to see the company earning money and it not being his money. At least he would be earning money then is my argument. He wants to plan for the long term, when I think we need to look at short term for now because planning for the long term isn't paying the bills. I just don't know whether to admire his determination or resent his stupidity and naivety any more.
AIBU? To just want him to grow up and accept that a life of luxury will not be handed to him on a plate for him to enjoy when he doesn't actually want to do any real work? I'm so worn down by it all. I told him not to rush home from work tonight, and he isn't home yet. :(
Sorry for whittling on 