Are you tired of managing properties? 

1999 - First stick built as an investor was a 7 unit and 4 unit apartment building combo, from a tired realtor/investor.

I am tired of double closings.

He was living with his Mother and she was growing tired so he came to live with me.

But, on the day your write that check, it hurts like hell...Works the same way with an alternator on your car, tires, kitchen faucet, medical bills, etc. **** breaks and costs money, and while we don't know when or how much, we know it will!

I was there at one time when I got tired of little rentals back in 2016 and went full into private placements as a non-accredited investor at the time.

You'll need to manage your money well, but about the time you get tired of dealing with the day to day management, the slow season hits and you get a break.

How does this go - do they just keep bidding things up until the "little guys" tire out?

As of recent the IRS has gotten tired of granting the step up in basis to irrevocable trusts. 

Ever heard of "tired landlord" syndrome?