Leaseback is **NOT** a way to defray ownership. Get that out of your head right now. It will cost you significantly if you want to treat the plane as yours and let others rent it.
Leaseback only possibly makes sense if you want to be in the aviation business. Let's start off with the basics.
First, insurance is going to be roughly 3x more, so you have to recoup that cost right off the bat.
Second, you're going to pay costs in the rental that's going to eat into your income. First, if you're leasing it to a place that has instructors (which is probably your best bet with training category: 152, 172, Cherokees, etc...), you'll have to have 100 hour inspections. The sad truth is, that there is more maintenance due just to wear and tear on rentals.
Third, in order to make money to even begin to break even on this (or get back to where you would be if you were the sole flyer), you're going to have to make sure the airplane rents. That pretty much boils down to one major factor: availability. Availability means keeping on top of maintenance so it's not "off the line" for issues. It means not blocking it out yourself at peak times. When planes are down frequently (either for maintenance or for other reasons), they become the pariahs of the rental line and they're often the last people consider when choosing a plane.
What you didn't put on your survey (unless you want to block it into an "equity club") is a partnership with a small number of partners (2 or 3).
