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Kind of surprised that the mechanic/friend couldn't figure out where the oil or fuel was coming from. These aren't that complicated and I wouldn't be concerned yet.
Though for now, I'd disconnect the neg. battery cable when not in use until you can find the leaks.
I've got a box of used Stromberg parts if you want them.
The openings in the fender for the wheel are 'lower' in the rear, if the car is sitting level then that will make it sort of look like it has sagged in the rear.
So a little higher ride height in the rear looks 'right' IMO.
If you were really one of the Kool kids you'd get some old school IPD lowering springs with 500 # front springs and get it riding like an unloaded F350 pick up turk.
Down on power? These cars are pretty simple.
Don't get discouraged.
This is probably the nicest looking 145 I've ever seen. That color really flatters the car. Good luck getting it roadworthy - keep posting here and don't get discouraged!