What to check after a few hundred miles on a rebuilt engine?

I can't imagine why you would need to retorque head bolts for an oil leak. Do you mean valve cover fasteners? If so, yes you can try that, sometimes the gaskets can shrink from disuse and fasteners become loose. But I'm thinking it may already be too late for that. It takes a light touch on stamped steel v. covers. If the cover rail has become distorted from previous over tightening, you'll have to straighten it first, then replace the gasket.
I'll attach a picture of where it's leaking from, hopefully it makes sense. This is the drivers side back of the engine, right in the most impossible place to reach because of the headers. I don't believe it's coming from the valve covers. I wiped everything down and that bolt is the only place that get's oily after it is driven and warmed up.

I'll look up the torque specs on the head bolts and see if I'm willing to attack removing the headers and reinstalling them. It's really not my favorite place to wrench on the car. Give me stuff to do on the passenger side all day, no problem.

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