In my particular situation, the bolt has a larger diameter than the thread at the bolt head end, thus I cannot install the insert on the head side because the bolt will not screw all the way in. I therefore installed the insert from the opposite side. The hole on the brake side of the wheel is on a protrusion with an angle on one side so I had to countersink the hole at the surface. Regardless of that, the insert must be screwed in so that the threaded insert is below flush with the surface, especially if you are installing on the bolt head side. If not, the bolt head or whatever the bolt is holding down will not sit flush on the mating surfaces, but will have interference contact with the threaded insert.
You don't need a fancy tool to install these. A pin punch and a hammer is all you need. Try to hold it straight.
Here I have driven one locking pin in, and another about halfway.
Strong as new!