Park it on some cardboard regularly to find leaks. Does it smoke when it's first started? Do Bill's drive behind check for puffs of smoke during acceleration:
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You can also check for valve stem seal leaks by accellerating to, say 4500 rpm in second, abruptly letting off the gas, and having a car behind you watch for smoke.
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As for the oil in the plug well; that could be a red herring if it hasn't recurred. It could've been a spill (oil gets added often, no?).
BTW, when an engine is consuming oil regularly, the oil level should be checked atleast at every fuel-up. The reason being that if you see a sudden increase in the consumption rate, the engine may not be far from catastrophic failure (especially if the oil level gets very low at that point).