It's normal to find a small amount of shavings that collect on the magnetic drain plug, that's why it's magnetic. If it's the first time you're changing the oil as a new owner, I would say, reference the amount of shavings and next change, check it against the first amount. If it's substantially less, it probably means the previous owner wasn't properly maintaining the bike. In that case, I would take it in to Harley or a local mechanic for a thorough maintenance check, tune-up & a fluid/filter change. If the amount of shavings progressively increase between changes, I would have a mechanic check it out, it's probably something defective, damaged or out of whack that's just going to become worse and more costly with time. So my answer would be: Have a mechanic look it over either way for the piece of mind.
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