I had this problem with my starter drive.I see starters all the time at swap meets where the starter drive gear is worn and damaged at the end. Mine did some damage to the ring gear but it was limited. With a new drive on the starter I have not experienced the problem again.

1951 GMC 1 Ton Flatbed -- It is finally on the road and what a great time I have driving it!
1951 1 Ton Completed

My Chevy Master 4 Door is on the Road!