now that the engine boss was reinforced and replaced, we looked into going deeper into the case with a longer dowel.
even though the first dowel is longer than the second, they protrude evenly in to the case.
We used another long dowel in the damaged hole, as it protrudes deeper into the reinforced case. We just drilled deeper with the jig to the new depth.
Since the weak stator cover is the root of the problem, the new cover had it's boss reinforced as well. This repair was done a year ago and the wildcat is running strong with no issues from the repair. My current wildcat had the engine replaced under warranty for the same problem. Even though it is a 16 motor with beefier case boss, I intend to pull the stator cover to reinforce so this doesn't happen to me again.
Hope this helps anyone experiencing this design flaw.