Yeah, the "holding corp with a business plan to buy a building with a down payment and a mortgage — renovating it, collecting rent and deprecation, and later selling, hopefully for a profit" is a pretty normal thing, and describing a huge portion of commercial real estate (n.b. this means real estate owned for profit, not in the SimCity zoning sense). A failure leaves the lender owning the building. This is expected.

A single owner running insanely levered stock trades, though, could easily be found grossly undercapitalized, and that's another matter entirely.