I cannot see this ending well for TenantCloud.

The rental property itself provides the tax benefits and not necessarily the entity structure.Depreciation should wipe out your cash-flow from being taxed, especially given the high prices of properties right now.You should have your tax returns reviewed if your properties are reporting positive taxable income.

We have some short term debt we need to pay off at the end of July (300k).

At the end of the day, it doesn't really matter to anyone but the owner. 

That helps.Inspired by Jamall's initial post, I ended up creating a spreadsheet of most of the CapEx items I could think of, adding a column for current cost, then a column for Future Value (using a future value cost of 3% for annual inflation), a column for the # of years remaining for said item, a column for cost per year and anther for cost per month.

Meaning, if the kitchen has high end finishes...then yours should too.  

Unless the seller/lender is added to title as a joint tenant, which would be downright stupid, the only other way they are “getting the property back” after the death of the buyer/borrower would be to foreclose and be the high bidder at the auction.

You are going to have a lot of trouble finding financing options with a 2nd lien and to 100% make up a purchase price (i.e. 100% debt financed with no equity or down payment "skin in the game") as part of your payment.I'd recommend looking in the "Creative Financing" subforum if you want to explore potential ways of doing this but frankly it is really difficult to find a genuine "shortcut" that wont end badly for not investing any of your money at all.BRRRR Method remains IMO the best for this but you still have to put some of your own capital to use during the process

Cap Ex again quite high on this property, lots of repairs and issues water heater replacement, bathroom tub replacement etc.

My end buyers don't want to use there credit.