I have read a lot and I keep reading and filling my brain. The best info I have found is the tax part of this site. I see that there are a lot of deductions that I wouldn't have thought of. As well as the book keeping is a must, and can make a huge difference. Just reading on this site seems that the "newbies" only look at the what can I make side. I get that but wow after reading this sight it's not on my top 5 list. So...as I look for advice I have the same "I don't know what the I am doing questions". Here it goes I have some money put back (30,000) I am divorced and no kids and free. I was a bartender for 20 years and have never had a boss and don't want to have one now. I was lucky to put away and have my retirement set from bartending and other investments. I don't want a clock in job, I am also not looking to support a family and wouldn't mind the tax break of a 1099. Question can I buy a 2009 ford 350 extended van and be a OO for a place like fill in the blank, and take home 30,000 at the end of the year? That's all I need to know at this point, but I am sure I will get more than I ask for...