I don't know any concrete examples, but I can envision some: Imagine building an in-law apartment for the elderly in-laws (rent-free), and when they pass away, renting it out to strangers (just to get some cash flow). If there's a surplus of rental housing, the market rent may be quite low, so the rental income might cover the increased insurance costs, but not enough to cover a fair share of taxes and depreciation. Thus it's still worth doing (since taxes and mortgage payments are the same whether or not it's rented out), but it will never turn a profit.
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