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48 New Yorker's post in 1948 Chrysler New Yorker will not start with headlights turned on was marked as the answer
The ammeter did register a discharge when the lights were turned on.
Think I found the issue. While taking the above posted photo, I moved the brown grounding wire from the solenoid back and forth for picture clarity. Now the starter engages with the lights on....perhaps a corroded connection? I'll clean it up and hit it with some dielectric grease. Thank all.