To answer your question about the stamp beneath this one - it would be an F relief, which also has a broken top line on the relief.
The appearance of the F relief, is kind of funny since it appears 'shaved' - the line is gone, but what is left kind of looks like a line at this angle if one doesn't know better.
Went researching the cancellation also, and came upon this 1851 3¢ Washington from Cherrystone Auctions which seems almost like the same person mailed it! Note the "Mr." hand written to the right of the Poughkeepsie, NY!
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