Assuming the commonly used, "magical" number of $4800 for coaching, just 200 students gets them $960K a year, and that's not counting deal splits.

Buying in 2020 makes more sense if there is a possibility of a decline in prices making the deepest decline around 2023 (i am just assuming w/o any magic crystal ball).

Imagine if we were trading stocks or currency and all we did was talk about the magic and positives of margin trading, without ever talking about the negatives.    

@Ladè BaruwaBe careful of spreadsheet magic.

State laws will prevent him from doing anything "magical" anyway.

As if the tenant is going to magically have July and August rent in 1 week, when he barely makes enough in a month to afford the place..

I think this is the magic of this post being able to put yourself in the situation and see the decisions you would take.

When you lose a dollar in actual money you don’t magically get that dollar back because it is a additional write off.

You have not found some magical loophole.

I guess the main reasons I’d want to keep the house are 1) ego - to be able to say “I own a rental property” and 2) hope for things to magically turn around and one day sell for profit (gambling...)What would you do in my shoes?