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I think that you are right about this being a Chieftan. That would make it it a '52 according to this:
https://en.wikipedia.org/wiki/Pontiac_Chieftain
That was the first year they offered an 8 Cylinder. But that is not a V8, it's a straight 8 flathead.
https://en.wikipedia.org/wiki/Pontiac_straight-8_engine
The hood had pinstriping, but I'm not really a fan of that. The sunvisor is original but the police style spotlights would be more associated with the low-rider scene of the 80s.
Amazing spot.
More of the inside of a flathead designed motor - a timelapse rebuild of a Ford one.
Aroogah
Ratty but cool surfboard/bike transporter spotted in Earlsfield.
And I need @Aroogah 's help with this one. 1951 Pontiac is all I can find out, is it a Chieftain? Hood ornament hints it is, but my shitty eyes can't make out the writing on the wing behind the front wheel, its ".something....eight", first word looks like it begins with an "R", any ideas? Also looks like hand painted custom detailing going on around the front middle of the "hood".