There almost has to be another round of stimulus or I believe that will put tenants in a deep hole. 

Not having to advertise and wait is a huge bonus.

I myself had over 5 years "bonus" paid W2 and little under a year of "commissions"(new job). 

Court challenge is delayed (let say for many months) or even losing the case in the initial rounds (lower court) and appeals take many months and again no eviction in 2021. 

My plan is to buy a home about 2000 - 2500 square feet on about an acre that has 3 - 4 small guest houses (700 - 800 2 bedroom) around it and another guest quarters for the grounds keeper who lives there permanently and maintains the property year round.  

I added a 5% misc. in the fix budget already, then rounded up an additional $3k.After you run a report, how do you determine if you're going to move forward or not (especially given there are always so many unforeseen variables)?

Oh... and definitely have a contract with a contractor in writing, with a bonus $ if he finishes ahead of the agreed-upon timeline, and a $ penalty if he finishes early. :) 

Regarding the stock market- While we like the returns in our portfolio we always hedge our bets and only purchase in round lots; then use a straddle strategy to sell covered puts and calls to day traders.

We just closed our seed round and have enough runway to last for about 2 years or so until we raise again. 

So you can take bonus depreciation in year one?