"...front springs are aftermarket progressives..."
Not really likely to cause wobbles but will definitely harshen your ride depending on your ATGATT weight. You did mention a 'heavy' PO.
"...steering head seems to have no free play but seems slightly looser toward the end of travel on both sides."
Time to take a look. Properly adjusted, steering head bearings should provide a gentle movement to the stops when pushed off-center with the front tire clear of the ground. Check for old, hardened grease, brinneled outer races.
"The back tire seems to have an odd wear pattern where the tread blocks are higher on the outer leading edges."
Under inflation could cause that. Front end wobbles can also be caused by loose and/or worn out swing arm pivot bearings in the rear. Check 'em.
And as already mentioned, wheel bearings should be inspected, cleaned, greased and adjusted correctly.