Originally Posted by svt2785

You have a number of issues going on here.
Start with the cylinder marks and bearings. Both show clear signs that you are running to much timing. A 408 will need around 28 to 30 total timing max due to the stroke, rod length and that small of cam. A 408 piston moves pretty slowly at the top and bottom of the stroke. I don't know what your static compression is but assuming it is over 9.5 to 1 you will have an lot of dynamic compression with a pretty early intake closing afforded by the short duration of the intake lobe. That's why your torque numbers are high at a low RPM range. The bearings are getting pounded because you have to much timing lead. Some scuffing is pretty normal but excessive timing is increasing the side loading. the proof is in the rod bearings

Heads: The guide wear is from improper valve train geometry. You either have to long or to short a pushrod. Go to a site like Miller Engineering to find out how to properly set the rocker arms. AFR 185's are notorious for poor rocker positioning. You will need a set of Isky adjustable guide plates to get it right or you can expect to continue to have guide problems. Your Machinist should have picked up this problem in an instant and if he is any good he should know how to correct the problem.

Felpro intake gaskets are junk. plain and simple. Try to find a set of Victors which are graphite over a steel core.