Encourage him to start a business, do all the financials, etc. and set up a scheme whereby you get a percentage ownership in lieu of rent. Step one might be management accounting literacy, specifically financial projections. For bonus points, demand a board report and get an experienced adult friend of yours to be a proxy board member for thorny issue resolution. You can start with non-monetized assets, like crops grown on personal property for repayment in kind. This way, capital outlay is minimal and real skills are developed, and there is even scope to involve others in exchange food and an education in business, without needing to crash-tackle tax accounting or financial services.