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Ahh - the tips of the teeth? That doesn't sound good at all. I think the only damage you could expect from hitting the timing cover is a little rubbing on the front side of the gear. Yours must be arguing with the steel crank gear somehow.
If you are curious as to whether or not the oil sprayer is spraying, you can pull the plugs and crank it around with the cover off - and see if oil comes out. It won't make too much of a mess. I could see a gear doing what you describe fairly quickly if not properly lubed.
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I'm JohnMc, and I approved this message.
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