Keep in mind the "withholding" you mention for self-employment are actually quarterly estimated taxes.

Save that good stuff for your own living quarters!

I have been at this game since I was 23, always have been a buy and hold investor, I have only sold 1 investment property thus far....But I agree with your process at age 60 sounds like a great time to unload and truly have passive income....Have a look at some high quality REITS as well like O, DLT, and VTR as well as utility stocks that throw off nice dividend yields on a monthly and quarterly basis.

To add to the issue, Goldman Sachs bought up most of the Fannie May auction pools last quarter which added to a drop in inventory and increase in pricing for remaining, available assets. 

Despite all of this, she will still be the sole employee of her S-Corp and we are finding out that even though she is exempt from CA withholding and CA taxes, unemployment insurance, and disability insurance, that she still has to create an account with CA and file quarterly and annual tax forms.  

Have found and purchased 6 houses off of ZillowJust sold a quarter of a million dollar house on Zillow with multiple offers by myself after it sat for 6 months with a real estate agent with not a single offer 

. :)I think it comes down to four things -- proximity to Center City, tracking pricing over time, tracking building permits, and tracking inventory/rents.

OTOH, rent for me is late after the fourth, and if we didn't have an arrangement prior to then I would have posted a pay or quit on the 5th (Sunday.) 

Quarterly getting an item of value into hands of sphere.Start a geographic farm.

I think of it as "quarter block by quarter block".