But it can work. The hardest part is dividing the jobs that can b e done alone, and harmoniously working together when things have to be done together. The person detailed for a job may not be the best at it, but it is better to get it done now ok, rather than perfectly never. You can be in it for the romance, but you have to watch your money very carefully and be able to plan your cash flow and balance sheet two years in advance. Take two semesters of accounting at a local college.
Most successful farmers have the equivalent of a degree in accounting.
Put all your money into the land and growing things. If your plan is to go fishing every day and relax every evening, and drive a shiny tractor around, you won't make it. The heat, mud, lack of cash, and hundreds of undone details will swallow you up. Did you get help, or did you already know from your background, the economics of your plan, i.e. things like yields, revenue, expenses, etc for a particular crop. The other problem that I, and others I know of, have is being taken seriously.