I'm pretty careful, but I stripped out my share of neck screws in my time.
The EZ-Lok 329-008 steel inserts make all the difference in the world.
One detail it's important to noe...I found it to be easier and more precise to locate the "pilot hole" after the hole for the insert has been drilled an tapped.
In the lower left hand corner of the photo, note that the inserts are painted red on the edge.
Those are "sacrificial" inserts that I use to locate the pilot hole after the fact.
Once the insert is in place and the CA adhesive is dry, I use an 8-32 tap to chase the threads of the insert and tap the wood walls of the pilot hole beneath the it.
This ensures that the mounting bolt seats properly all the way into the wood and doesn't exert any back-pressure on the insert.