Sometimes it's as simple as a difference in definition of class but it can be more than that sometimes.

I do live in San Diego, but I have property in Boise and Kansas City.I'm open to DSTs.Essentially, my long term plan is that I have about 3 million in debt free real estate, how can I turn that into the best cash flow with the least amount of long term maintenance and defer taxes indefinitely?

@Charlie Cameron Has the right idea if you want to continue investing in real estate the 1031 exchange will indefinitely defer all tax on gain and depreciation recapture.

“This Megasite is the magic bean of economic development.”The state of Tennessee, which cobbled together the acreage by purchasing private farms, originally intended to lure a single car maker to the Megasite.

Sometimes indefinitely.

Capital gains can be avoided if the rental property is never sold.Capital gains can be avoided if the rental property is sold for no profit, or at a loss.Capital gains can be avoided if the appreciated rental property is passed to heirs (inherited) before being sold.Capital gains can be deferred (indefinitely) if the rental property is exchanged for a property of equal or greater value.

I'm perfectly happy holdings indefinitely because of the irr and Cashflow.

Now, I could be completely wrong, we may or may not be headed for a bear market and this bull market could continually for quite a while (although I doubt indefinitely). 

But if it is being sold because your mentor is tired of being a landlord, that person likely will not want to continue as a manager indefinitely.  

Most of them can't afford to buy but will gladly rent indefinitely.