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That is a nice looking cachet. Any idea who designed and/or printed it? It has the look of a watercolor.
As jarnick explained, it is a Fluegel cover. Once you've seen a few -- and my collection of Fluegel airmail covers is quite extensive -- they are easily recognizable. The older ones were a lot more colorful and detailed, giving the watercolor appearance you note. In Scott's 2002 FDC Catalog, 1945-1959 Fluegel covers have a "6 to 8 times" value multiplier. Oddly (to me) the newer covers, 1960-1964 have a "10 to 15 times" value multiplier. Like all "catalog values" these multipliers are inflated, but Fluegel covers do have a value premium over most other common cachet producers.
Edit: the 2002 Scott FDC catalog errs in implying that 1964 was the last year of Fluegel covers. Mellone catalogs Fluegel covers through #1337 (12/11/67) and the last airmail cover was #C71 (4/26/67).
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Yes, the top cover has a hand stamp.
The lower one has a machine cancel.
Most FDC's have machine cancels, characterized by a cancel impression parallel to the top of the envelope, which is crisp and fine due to being made by a metal die.
Thanks. The detail about them being crisp and fine due to being made by a metal die is something I hadn't thought about. That will be a bit of helpful knowledge.